diff --git a/ts/WoltLabSuite/Core/Component/Attachment/Entry.ts b/ts/WoltLabSuite/Core/Component/Attachment/Entry.ts
index 7dac9caf38..0618a39fdd 100644
--- a/ts/WoltLabSuite/Core/Component/Attachment/Entry.ts
+++ b/ts/WoltLabSuite/Core/Component/Attachment/Entry.ts
@@ -11,6 +11,7 @@ import {
   trackUploadProgress,
   updateFileInformation,
 } from "WoltLabSuite/Core/Component/File/Helper";
+import { confirmationFactory } from "../Confirmation";
 
 export type FileProcessorData = {
   attachmentID: number;
@@ -108,7 +109,9 @@ function fileInitializationCompleted(element: HTMLElement, file: WoltlabCoreFile
   }
 
   const listItem = document.createElement("li");
-  listItem.append(getDeleteAttachButton(fileId, (data as FileProcessorData).attachmentID, editor, element));
+  listItem.append(
+    getDeleteAttachButton(fileId, (data as FileProcessorData).attachmentID, editor, element, file.filename),
+  );
   dropdownMenu.append(listItem);
 
   const moreOptions = document.createElement("button");
@@ -137,21 +140,25 @@ function getDeleteAttachButton(
   attachmentId: number,
   editor: HTMLElement,
   element: HTMLElement,
+  filename: string | undefined,
 ): HTMLButtonElement {
   const button = document.createElement("button");
   button.type = "button";
   button.textContent = getPhrase("wcf.global.button.delete");
 
-  button.addEventListener("click", () => {
-    void deleteFile(fileId).then((result) => {
-      result.unwrap();
+  button.addEventListener("click", async () => {
+    const confirmationResult = await confirmationFactory().delete(filename);
+    if (!confirmationResult) {
+      return;
+    }
 
-      dispatchToCkeditor(editor).removeAttachment({
-        attachmentId,
-      });
+    (await deleteFile(fileId)).unwrap();
 
-      element.remove();
+    dispatchToCkeditor(editor).removeAttachment({
+      attachmentId,
     });
+
+    element.remove();
   });
 
   return button;
diff --git a/wcfsetup/install/files/js/WoltLabSuite/Core/Component/Attachment/Entry.js b/wcfsetup/install/files/js/WoltLabSuite/Core/Component/Attachment/Entry.js
index ef2590b6c5..b781c5e452 100644
--- a/wcfsetup/install/files/js/WoltLabSuite/Core/Component/Attachment/Entry.js
+++ b/wcfsetup/install/files/js/WoltLabSuite/Core/Component/Attachment/Entry.js
@@ -1,4 +1,4 @@
-define(["require", "exports", "tslib", "WoltLabSuite/Core/Ui/Dropdown/Simple", "WoltLabSuite/Core/Dom/Change/Listener", "../Ckeditor/Event", "WoltLabSuite/Core/Api/Files/DeleteFile", "WoltLabSuite/Core/Language", "WoltLabSuite/Core/Component/File/Helper"], function (require, exports, tslib_1, Simple_1, Listener_1, Event_1, DeleteFile_1, Language_1, Helper_1) {
+define(["require", "exports", "tslib", "WoltLabSuite/Core/Ui/Dropdown/Simple", "WoltLabSuite/Core/Dom/Change/Listener", "../Ckeditor/Event", "WoltLabSuite/Core/Api/Files/DeleteFile", "WoltLabSuite/Core/Language", "WoltLabSuite/Core/Component/File/Helper", "../Confirmation"], function (require, exports, tslib_1, Simple_1, Listener_1, Event_1, DeleteFile_1, Language_1, Helper_1, Confirmation_1) {
     "use strict";
     Object.defineProperty(exports, "__esModule", { value: true });
     exports.createAttachmentFromFile = createAttachmentFromFile;
@@ -80,7 +80,7 @@ define(["require", "exports", "tslib", "WoltLabSuite/Core/Ui/Dropdown/Simple", "
             dropdownMenu.append(listItem);
         }
         const listItem = document.createElement("li");
-        listItem.append(getDeleteAttachButton(fileId, data.attachmentID, editor, element));
+        listItem.append(getDeleteAttachButton(fileId, data.attachmentID, editor, element, file.filename));
         dropdownMenu.append(listItem);
         const moreOptions = document.createElement("button");
         moreOptions.classList.add("button", "small");
@@ -98,18 +98,20 @@ define(["require", "exports", "tslib", "WoltLabSuite/Core/Ui/Dropdown/Simple", "
             (0, Simple_1.toggleDropdown)(moreOptions.id);
         });
     }
-    function getDeleteAttachButton(fileId, attachmentId, editor, element) {
+    function getDeleteAttachButton(fileId, attachmentId, editor, element, filename) {
         const button = document.createElement("button");
         button.type = "button";
         button.textContent = (0, Language_1.getPhrase)("wcf.global.button.delete");
-        button.addEventListener("click", () => {
-            void (0, DeleteFile_1.deleteFile)(fileId).then((result) => {
-                result.unwrap();
-                (0, Event_1.dispatchToCkeditor)(editor).removeAttachment({
-                    attachmentId,
-                });
-                element.remove();
+        button.addEventListener("click", async () => {
+            const confirmationResult = await (0, Confirmation_1.confirmationFactory)().delete(filename);
+            if (!confirmationResult) {
+                return;
+            }
+            (await (0, DeleteFile_1.deleteFile)(fileId)).unwrap();
+            (0, Event_1.dispatchToCkeditor)(editor).removeAttachment({
+                attachmentId,
             });
+            element.remove();
         });
         return button;
     }