diff --git a/src/Tests/PathautoBulkUpdateTest.php b/src/Tests/PathautoBulkUpdateTest.php
index 149ae9b..273128f 100644
--- a/src/Tests/PathautoBulkUpdateTest.php
+++ b/src/Tests/PathautoBulkUpdateTest.php
@@ -97,4 +97,28 @@ class PathautoBulkUpdateTest extends WebTestBase {
 
     $this->assertNoEntityAliasExists($new_node);
   }
+
+  /**
+   * Tests alias generation for nodes that existed before installing Pathauto.
+   */
+  function testBulkUpdateExistingContent() {
+    // Create a node.
+    $node = $this->drupalCreateNode();
+
+    // Delete its alias and Pathauto metadata.
+    \Drupal::service('pathauto.alias_storage_helper')->deleteEntityPathAll($node);
+    $node->path->first()->get('pathauto')->purge();
+    \Drupal::entityManager()->getStorage('node')->resetCache(array($node->id()));
+
+    // Execute bulk generation.
+    // Bulk create aliases.
+    $edit = array(
+      'update[canonical_entities:node]' => TRUE,
+    );
+    $this->drupalPostForm('admin/config/search/path/update_bulk', $edit, t('Update'));
+
+    // Verify that the alias was created for the node.
+    $this->assertText('Generated 1 URL alias.');
+  }
+
 }