diff --git a/backend/services/case-management/src/main/java/io/metersphere/functional/controller/FunctionalCaseRelationshipController.java b/backend/services/case-management/src/main/java/io/metersphere/functional/controller/FunctionalCaseRelationshipController.java
index d6e778029c..fc3f4fe4a3 100644
--- a/backend/services/case-management/src/main/java/io/metersphere/functional/controller/FunctionalCaseRelationshipController.java
+++ b/backend/services/case-management/src/main/java/io/metersphere/functional/controller/FunctionalCaseRelationshipController.java
@@ -9,9 +9,12 @@ import io.metersphere.functional.request.RelationshipAddRequest;
 import io.metersphere.functional.request.RelationshipDeleteRequest;
 import io.metersphere.functional.request.RelationshipPageRequest;
 import io.metersphere.functional.request.RelationshipRequest;
+import io.metersphere.functional.service.FunctionalCaseLogService;
 import io.metersphere.functional.service.FunctionalCaseRelationshipEdgeService;
 import io.metersphere.functional.service.FunctionalCaseService;
 import io.metersphere.sdk.constants.PermissionConstants;
+import io.metersphere.system.log.annotation.Log;
+import io.metersphere.system.log.constants.OperationLogType;
 import io.metersphere.system.security.CheckOwner;
 import io.metersphere.system.utils.PageUtils;
 import io.metersphere.system.utils.Pager;
@@ -84,6 +87,7 @@ public class FunctionalCaseRelationshipController {
     @PostMapping("/delete")
     @Operation(summary = "用例管理-功能用例-用例详情-前后置关系-取消关联")
     @RequiresPermissions(PermissionConstants.FUNCTIONAL_CASE_READ_UPDATE)
+    @Log(type = OperationLogType.DISASSOCIATE, expression = "#msClass.disassociateRelateLog(#request)", msClass = FunctionalCaseLogService.class)
     @CheckOwner(resourceId = "#request.getCaseId", resourceType = "functional_case")
     public void delete(@Validated @RequestBody RelationshipDeleteRequest request) {
         functionalCaseRelationshipEdgeService.delete(request);
diff --git a/backend/services/case-management/src/main/java/io/metersphere/functional/service/FunctionalCaseLogService.java b/backend/services/case-management/src/main/java/io/metersphere/functional/service/FunctionalCaseLogService.java
index 6ca5f40512..6e60d0fd74 100644
--- a/backend/services/case-management/src/main/java/io/metersphere/functional/service/FunctionalCaseLogService.java
+++ b/backend/services/case-management/src/main/java/io/metersphere/functional/service/FunctionalCaseLogService.java
@@ -374,4 +374,25 @@ public class FunctionalCaseLogService {
         }
         return null;
     }
+
+
+    public LogDTO disassociateRelateLog(RelationshipDeleteRequest request) {
+        FunctionalCase functionalCase = functionalCaseMapper.selectByPrimaryKey(request.getCaseId());
+        if (functionalCase != null) {
+            LogDTO dto = new LogDTO(
+                    functionalCase.getProjectId(),
+                    null,
+                    functionalCase.getId(),
+                    functionalCase.getCreateUser(),
+                    OperationLogType.DISASSOCIATE.name(),
+                    OperationLogModule.FUNCTIONAL_CASE,
+                    functionalCase.getName());
+
+            dto.setPath("/functional/case/relationship/delete");
+            dto.setMethod(HttpMethodConstants.POST.name());
+            dto.setOriginalValue(JSON.toJSONBytes(functionalCase));
+            return dto;
+        }
+        return null;
+    }
 }