diff --git a/chrome/content/zotero/xpcom/sync/syncEngine.js b/chrome/content/zotero/xpcom/sync/syncEngine.js
index fd2bf17513..e0806a5e28 100644
--- a/chrome/content/zotero/xpcom/sync/syncEngine.js
+++ b/chrome/content/zotero/xpcom/sync/syncEngine.js
@@ -2076,6 +2076,12 @@ Zotero.Sync.Data.Engine.prototype._checkObjectUploadError = Zotero.Promise.corou
 				}
 			}
 		}
+		
+		// Split old annotations before we were splitting them automatically in the PDF reader
+		if (message == "Annotation position is too long") {
+			let item = Zotero.Items.getByLibraryAndKey(this.libraryID, key);
+			yield Zotero.Annotations.splitAnnotations(item);
+		}
 	}
 	else if (code == 403) {
 		// If we get a 403 for a local group attachment, check the group permissions to confirm