diff --git a/test/integration/attachment_deletion_integration_test.rb b/test/integration/attachment_deletion_integration_test.rb
new file mode 100644
index 000000000000..2b063d687725
--- /dev/null
+++ b/test/integration/attachment_deletion_integration_test.rb
@@ -0,0 +1,82 @@
+require 'test_helper'
+require 'capybara/rails'
+
+class AttachmentDeletionIntegrationTest < ActionDispatch::IntegrationTest
+  extend Minitest::Spec::DSL
+  include Capybara::DSL
+  include Rails.application.routes.url_helpers
+
+  context 'given a draft document with a file attachment' do
+    let(:managing_editor) { create(:managing_editor) }
+
+    let(:filename) { 'sample.docx' }
+    let(:file) { File.open(path_to_attachment(filename)) }
+    let(:attachment) { build(:file_attachment, attachable: edition, file: file) }
+    let(:asset_id) { 'asset-id' }
+
+    let(:replacement_filename) { 'sample.rtf' }
+    let(:replacement_asset_id) { 'replacement-asset-id' }
+
+    let(:edition) { create(:news_article) }
+
+    before do
+      login_as(managing_editor)
+      edition.attachments << attachment
+      setup_publishing_api_for(edition)
+      stub_whitehall_asset(filename, id: asset_id)
+      VirusScanHelpers.simulate_virus_scan
+
+      visit admin_news_article_path(edition)
+      click_link 'Modify attachments'
+      @attachment_url = find('.existing-attachments a', text: filename)[:href]
+    end
+
+    context 'when attachment is deleted' do
+      before do
+        visit admin_news_article_path(edition)
+        click_link 'Modify attachments'
+        within '.existing-attachments' do
+          click_link 'Delete'
+        end
+      end
+
+      it 'responds with 404 Not Found for attachment URL' do
+        logout
+
+        assert_raises(ActiveRecord::RecordNotFound) do
+          get @attachment_url
+        end
+      end
+
+      it 'deletes attachment in Asset Manager' do
+        Services.asset_manager.expects(:delete_asset)
+          .with(asset_id)
+        AssetManagerDeleteAssetWorker.drain
+      end
+    end
+  end
+
+private
+
+  def ends_with(expected)
+    ->(actual) { actual.end_with?(expected) }
+  end
+
+  def setup_publishing_api_for(edition)
+    publishing_api_has_links(
+      content_id: edition.document.content_id,
+      links: {}
+    )
+  end
+
+  def path_to_attachment(filename)
+    fixture_path.join(filename)
+  end
+
+  def stub_whitehall_asset(filename, attributes = {})
+    url_id = "http://asset-manager/assets/#{attributes[:id]}"
+    Services.asset_manager.stubs(:whitehall_asset)
+      .with(&ends_with(filename))
+      .returns(attributes.merge(id: url_id).stringify_keys)
+  end
+end