diff --git a/pdf-umbenenner-adapter-out/src/main/java/de/gecheckt/pdf/umbenenner/adapter/out/ai/OpenAiHttpAdapter.java b/pdf-umbenenner-adapter-out/src/main/java/de/gecheckt/pdf/umbenenner/adapter/out/ai/OpenAiHttpAdapter.java
index 7f27c5b..9e2119b 100644
--- a/pdf-umbenenner-adapter-out/src/main/java/de/gecheckt/pdf/umbenenner/adapter/out/ai/OpenAiHttpAdapter.java
+++ b/pdf-umbenenner-adapter-out/src/main/java/de/gecheckt/pdf/umbenenner/adapter/out/ai/OpenAiHttpAdapter.java
@@ -9,6 +9,8 @@ import java.util.Objects;
 
 import org.apache.logging.log4j.LogManager;
 import org.apache.logging.log4j.Logger;
+import org.json.JSONArray;
+import org.json.JSONException;
 import org.json.JSONObject;
 
 import de.gecheckt.pdf.umbenenner.application.config.provider.ProviderConfiguration;
@@ -61,9 +63,11 @@ import de.gecheckt.pdf.umbenenner.domain.model.AiRequestRepresentation;
  * <p>
  * <strong>Response handling:</strong>
  * <ul>
- *   <li><strong>HTTP 200:</strong> Returns {@link AiInvocationSuccess} with the raw response body,
- *       even if the body is invalid JSON or semantically problematic. The Application layer
- *       is responsible for parsing and validating content.</li>
+ *   <li><strong>HTTP 200:</strong> Extracts {@code choices[0].message.content} from the
+ *       OpenAI Chat Completions response envelope and returns it as the raw response content
+ *       via {@link AiInvocationSuccess}. The Application layer then parses and validates
+ *       this content as a NamingProposal JSON object. If the envelope cannot be parsed or
+ *       the expected content field is absent, a technical failure is returned.</li>
  *   <li><strong>HTTP non-200:</strong> Treated as a technical failure. The response body may
  *       contain an error message, but this is logged for debugging; the client treats it as
  *       a transient communication failure.</li>
@@ -77,6 +81,9 @@ import de.gecheckt.pdf.umbenenner.domain.model.AiRequestRepresentation;
  *   <li>Endpoint unreachable (connection refused, DNS failure, etc.)</li>
  *   <li>Interrupted IO during HTTP communication</li>
  *   <li>HTTP response with non-2xx status code</li>
+ *   <li>HTTP 200 response body that cannot be parsed as JSON ({@code UNPARSEABLE_JSON})</li>
+ *   <li>HTTP 200 response with no {@code choices} or no {@code message.content}
+ *       ({@code NO_CHOICE_CONTENT})</li>
  *   <li>Any other transport-level exception</li>
  * </ul>
  * <p>
@@ -184,7 +191,7 @@ public class OpenAiHttpAdapter implements AiInvocationPort {
             HttpResponse<String> response = executeRequest(httpRequest);
 
             if (response.statusCode() == 200) {
-                return new AiInvocationSuccess(request, new AiRawResponse(response.body()));
+                return extractContentFromResponse(request, response.body());
             } else {
                 String reason = "HTTP_" + response.statusCode();
                 String message = "AI service returned status " + response.statusCode();
@@ -220,6 +227,51 @@ public class OpenAiHttpAdapter implements AiInvocationPort {
         }
     }
 
+    /**
+     * Extracts the NamingProposal content from a successful (HTTP 200) OpenAI response.
+     * <p>
+     * The OpenAI Chat Completions response wraps the actual AI content inside an envelope:
+     * {@code choices[0].message.content}. This content string is the NamingProposal JSON
+     * that the Application layer expects. This method performs the two-step extraction:
+     * first parses the outer envelope, then returns the inner content string.
+     * <p>
+     * If the envelope JSON cannot be parsed, or if {@code choices} is absent or empty,
+     * or if {@code message.content} is absent or blank, a technical failure is returned.
+     *
+     * @param request      the original request (carried through to the result)
+     * @param responseBody the raw HTTP response body (the OpenAI envelope)
+     * @return success with the extracted content string, or a technical failure
+     */
+    private AiInvocationResult extractContentFromResponse(AiRequestRepresentation request, String responseBody) {
+        try {
+            JSONObject json = new JSONObject(responseBody);
+            JSONArray choices = json.optJSONArray("choices");
+            if (choices == null || choices.isEmpty()) {
+                LOG.warn("OpenAI response contained no choices");
+                return new AiInvocationTechnicalFailure(request, "NO_CHOICE_CONTENT",
+                        "OpenAI response contained no choices");
+            }
+            JSONObject firstChoice = choices.getJSONObject(0);
+            JSONObject message = firstChoice.optJSONObject("message");
+            if (message == null) {
+                LOG.warn("OpenAI response choice contained no message");
+                return new AiInvocationTechnicalFailure(request, "NO_CHOICE_CONTENT",
+                        "OpenAI response choice contained no message");
+            }
+            String content = message.optString("content", null);
+            if (content == null || content.isBlank()) {
+                LOG.warn("OpenAI response message.content is absent or blank");
+                return new AiInvocationTechnicalFailure(request, "NO_CHOICE_CONTENT",
+                        "OpenAI response message.content is absent or blank");
+            }
+            return new AiInvocationSuccess(request, new AiRawResponse(content));
+        } catch (JSONException e) {
+            LOG.warn("OpenAI response could not be parsed as JSON: {}", e.getMessage());
+            return new AiInvocationTechnicalFailure(request, "UNPARSEABLE_JSON",
+                    "OpenAI response body is not valid JSON: " + e.getMessage());
+        }
+    }
+
     /**
      * Builds an OpenAI Chat Completions API request from the request representation.
      * <p>
diff --git a/pdf-umbenenner-adapter-out/src/test/java/de/gecheckt/pdf/umbenenner/adapter/out/ai/OpenAiHttpAdapterTest.java b/pdf-umbenenner-adapter-out/src/test/java/de/gecheckt/pdf/umbenenner/adapter/out/ai/OpenAiHttpAdapterTest.java
index 901c692..2bd7011 100644
--- a/pdf-umbenenner-adapter-out/src/test/java/de/gecheckt/pdf/umbenenner/adapter/out/ai/OpenAiHttpAdapterTest.java
+++ b/pdf-umbenenner-adapter-out/src/test/java/de/gecheckt/pdf/umbenenner/adapter/out/ai/OpenAiHttpAdapterTest.java
@@ -43,8 +43,10 @@ import de.gecheckt.pdf.umbenenner.domain.model.PromptIdentifier;
  * <p>
  * <strong>Coverage goals:</strong>
  * <ul>
- *   <li>Successful HTTP 200 responses are mapped to {@link AiInvocationSuccess}</li>
- *   <li>Raw response body is preserved exactly</li>
+ *   <li>HTTP 200 responses: {@code choices[0].message.content} is extracted and returned</li>
+ *   <li>Two-step parsing: outer envelope parsed first, inner content string returned as-is</li>
+ *   <li>HTTP 200 with missing/empty choices is classified as NO_CHOICE_CONTENT failure</li>
+ *   <li>HTTP 200 with unparseable envelope JSON is classified as UNPARSEABLE_JSON failure</li>
  *   <li>HTTP non-2xx responses are mapped to technical failure</li>
  *   <li>HTTP timeout exceptions are classified as TIMEOUT</li>
  *   <li>Connection failures are classified as CONNECTION_ERROR</li>
@@ -57,8 +59,7 @@ import de.gecheckt.pdf.umbenenner.domain.model.PromptIdentifier;
  *   <li>Effective API key is actually used in the Authorization header</li>
  *   <li>Full document text is sent (not truncated)</li>
  *   <li>Null request raises NullPointerException</li>
- *   <li>Adapter reads all values from ProviderConfiguration (AP-003)</li>
- *   <li>Behavioral contracts are unchanged after constructor change (AP-003)</li>
+ *   <li>Adapter reads all values from ProviderConfiguration</li>
  * </ul>
  */
 @ExtendWith(MockitoExtension.class)
@@ -84,10 +85,11 @@ class OpenAiHttpAdapterTest {
     }
 
     @Test
-    @DisplayName("should return AiInvocationSuccess when HTTP 200 is received with raw response")
+    @DisplayName("should extract choices[0].message.content when HTTP 200 is received")
     void testSuccessfulInvocationWith200Response() throws Exception {
         // Arrange
-        String responseBody = "{\"choices\":[{\"message\":{\"content\":\"test response\"}}]}";
+        String innerContent = "{\"title\":\"Bodenanalyseergebnis\",\"reasoning\":\"Found soil analysis\",\"date\":\"2025-02-23\"}";
+        String responseBody = "{\"choices\":[{\"message\":{\"content\":" + JSONObject.quote(innerContent) + "}}]}";
         HttpResponse<String> httpResponse = mockHttpResponse(200, responseBody);
         doReturn(httpResponse).when(httpClient).send(any(HttpRequest.class), any());
 
@@ -96,11 +98,11 @@ class OpenAiHttpAdapterTest {
         // Act
         AiInvocationResult result = adapter.invoke(request);
 
-        // Assert
+        // Assert: success, and the raw response content is the extracted inner content, not the full envelope
         assertThat(result).isInstanceOf(AiInvocationSuccess.class);
         AiInvocationSuccess success = (AiInvocationSuccess) result;
         assertThat(success.request()).isEqualTo(request);
-        assertThat(success.rawResponse().content()).isEqualTo(responseBody);
+        assertThat(success.rawResponse().content()).isEqualTo(innerContent);
     }
 
     @Test
@@ -364,7 +366,8 @@ class OpenAiHttpAdapterTest {
     @DisplayName("should preserve request in success result")
     void testSuccessPreservesRequest() throws Exception {
         // Arrange
-        HttpResponse<String> httpResponse = mockHttpResponse(200, "{\"result\":\"ok\"}");
+        HttpResponse<String> httpResponse = mockHttpResponse(200,
+                "{\"choices\":[{\"message\":{\"content\":\"{\\\"title\\\":\\\"Test\\\",\\\"reasoning\\\":\\\"r\\\"}\"}}]}");
         doReturn(httpResponse).when(httpClient).send(any(HttpRequest.class), any());
 
         AiRequestRepresentation request = createTestRequest("Test prompt", "Test document");
@@ -461,7 +464,9 @@ class OpenAiHttpAdapterTest {
                 new ProviderConfiguration(API_MODEL, TIMEOUT_SECONDS, API_BASE_URL, ""),
                 httpClient);
 
-        HttpResponse<String> httpResponse = mockHttpResponse(200, "{}");
+        String innerContent = "{\"title\":\"Test\",\"reasoning\":\"r\"}";
+        HttpResponse<String> httpResponse = mockHttpResponse(200,
+                "{\"choices\":[{\"message\":{\"content\":" + JSONObject.quote(innerContent) + "}}]}");
         doReturn(httpResponse).when(httpClient).send(any(HttpRequest.class), any());
 
         AiRequestRepresentation request = createTestRequest("Test prompt", "Test document");
@@ -525,20 +530,21 @@ class OpenAiHttpAdapterTest {
 
     /**
      * Verifies that adapter behavioral contracts (success mapping, error classification)
-     * are unchanged after the constructor was changed from StartConfiguration to
-     * ProviderConfiguration.
+     * are preserved. HTTP 200 must extract {@code choices[0].message.content} as the
+     * raw response; non-200 and exceptions must produce typed technical failures.
      */
     @Test
     @DisplayName("openAiAdapterBehaviorIsUnchanged: HTTP success and error mapping contracts are preserved")
     void openAiAdapterBehaviorIsUnchanged() throws Exception {
-        // Success case: HTTP 200 must produce AiInvocationSuccess with raw body
-        String successBody = "{\"choices\":[{\"message\":{\"content\":\"result\"}}]}";
+        // Success case: HTTP 200 must produce AiInvocationSuccess with extracted content
+        String innerContent = "{\"title\":\"Rechnung\",\"reasoning\":\"r\"}";
+        String successBody = "{\"choices\":[{\"message\":{\"content\":" + JSONObject.quote(innerContent) + "}}]}";
         HttpResponse<String> successResponse = mockHttpResponse(200, successBody);
         doReturn(successResponse).when(httpClient).send(any(HttpRequest.class), any());
 
         AiInvocationResult result = adapter.invoke(createTestRequest("p", "d"));
         assertThat(result).isInstanceOf(AiInvocationSuccess.class);
-        assertThat(((AiInvocationSuccess) result).rawResponse().content()).isEqualTo(successBody);
+        assertThat(((AiInvocationSuccess) result).rawResponse().content()).isEqualTo(innerContent);
 
         // Non-200 case: HTTP 429 must produce AiInvocationTechnicalFailure with HTTP_429 reason
         HttpResponse<String> rateLimitedResponse = mockHttpResponse(429, null);
@@ -570,7 +576,7 @@ class OpenAiHttpAdapterTest {
         OpenAiHttpAdapter adapterWithPortZero = new OpenAiHttpAdapter(configWithPortZero, httpClient);
 
         HttpResponse<String> httpResponse = mockHttpResponse(200,
-                "{\"choices\":[{\"message\":{\"content\":\"test\"}}]}");
+                "{\"choices\":[{\"message\":{\"content\":\"{\\\"title\\\":\\\"T\\\",\\\"reasoning\\\":\\\"r\\\"}\"}}]}");
         doReturn(httpResponse).when(httpClient).send(any(HttpRequest.class), any());
 
         adapterWithPortZero.invoke(createTestRequest("p", "d"));
@@ -582,6 +588,59 @@ class OpenAiHttpAdapterTest {
                 .doesNotContain(":0");
     }
 
+    @Test
+    @DisplayName("should extract inner JSON from choices[0].message.content (two-step parse)")
+    void testTwoStepParseExtractsInnerContentString() throws Exception {
+        // The OpenAI API wraps the actual AI content as an escaped JSON string inside
+        // choices[0].message.content. The adapter must perform two-step parsing:
+        // 1) parse the outer envelope to extract choices[0].message.content,
+        // 2) return that content string as-is for the Application layer to parse.
+        String innerContent = "{\"title\":\"Bodenanalyseergebnis\",\"reasoning\":\"Soil analysis report\",\"date\":\"2025-02-23\"}";
+        String envelope = "{\"choices\":[{\"message\":{\"content\":" + JSONObject.quote(innerContent) + "}}]}";
+
+        HttpResponse<String> httpResponse = mockHttpResponse(200, envelope);
+        doReturn(httpResponse).when(httpClient).send(any(HttpRequest.class), any());
+
+        AiRequestRepresentation request = createTestRequest("Test prompt", "Test document");
+
+        AiInvocationResult result = adapter.invoke(request);
+
+        assertThat(result).isInstanceOf(AiInvocationSuccess.class);
+        AiInvocationSuccess success = (AiInvocationSuccess) result;
+        // The raw response content must be the extracted inner string, not the outer envelope
+        assertThat(success.rawResponse().content())
+                .as("Adapter must return the inner content string, not the outer OpenAI envelope")
+                .isEqualTo(innerContent);
+        // Verify the extracted content is parseable as the expected NamingProposal JSON
+        JSONObject parsed = new JSONObject(success.rawResponse().content());
+        assertThat(parsed.getString("title")).isEqualTo("Bodenanalyseergebnis");
+        assertThat(parsed.getString("date")).isEqualTo("2025-02-23");
+    }
+
+    @Test
+    @DisplayName("should return NO_CHOICE_CONTENT failure when choices array is empty")
+    void testEmptyChoicesArrayReturnsFailure() throws Exception {
+        HttpResponse<String> httpResponse = mockHttpResponse(200, "{\"choices\":[]}");
+        doReturn(httpResponse).when(httpClient).send(any(HttpRequest.class), any());
+
+        AiInvocationResult result = adapter.invoke(createTestRequest("p", "d"));
+
+        assertThat(result).isInstanceOf(AiInvocationTechnicalFailure.class);
+        assertThat(((AiInvocationTechnicalFailure) result).failureReason()).isEqualTo("NO_CHOICE_CONTENT");
+    }
+
+    @Test
+    @DisplayName("should return UNPARSEABLE_JSON failure when HTTP 200 body is not valid JSON")
+    void testUnparseableEnvelopeReturnsFailure() throws Exception {
+        HttpResponse<String> httpResponse = mockHttpResponse(200, "not-json-at-all");
+        doReturn(httpResponse).when(httpClient).send(any(HttpRequest.class), any());
+
+        AiInvocationResult result = adapter.invoke(createTestRequest("p", "d"));
+
+        assertThat(result).isInstanceOf(AiInvocationTechnicalFailure.class);
+        assertThat(((AiInvocationTechnicalFailure) result).failureReason()).isEqualTo("UNPARSEABLE_JSON");
+    }
+
     // Helper methods
 
     /**