diff --git a/addons/web_editor/static/src/js/editor/odoo-editor/src/OdooEditor.js b/addons/web_editor/static/src/js/editor/odoo-editor/src/OdooEditor.js
index e7f722a3ed2..5f6e46736c5 100644
--- a/addons/web_editor/static/src/js/editor/odoo-editor/src/OdooEditor.js
+++ b/addons/web_editor/static/src/js/editor/odoo-editor/src/OdooEditor.js
@@ -4433,6 +4433,9 @@ export class OdooEditor extends EventTarget {
                 toggleClass(node, 'o_checked');
                 ev.preventDefault();
                 this.historyStep();
+                if (!document.getSelection().isCollapsed) {
+                    this._updateToolbar(true);
+                }
             }
         }