diff --git a/src/main/java/org/jabref/gui/linkedfile/LinkedFileEditDialogViewModel.java b/src/main/java/org/jabref/gui/linkedfile/LinkedFileEditDialogViewModel.java
index 954c53a84b3..c360fe6e90f 100644
--- a/src/main/java/org/jabref/gui/linkedfile/LinkedFileEditDialogViewModel.java
+++ b/src/main/java/org/jabref/gui/linkedfile/LinkedFileEditDialogViewModel.java
@@ -119,6 +119,10 @@ void checkForBadFileNameAndAdd(Path fileToAdd) {
                     dialogService.showErrorDialogAndWait(ex);
                 }
             }
+        } else {
+            link.set(relativize(fileToAdd));
+            filePreferences.setWorkingDirectory(fileToAdd);
+            setExternalFileTypeByExtension(link.getValueSafe());
         }
     }