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diff --git a/test/pleroma/upload/filter/anonymize_filename_test.exs b/test/pleroma/upload/filter/anonymize_filename_test.exs
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+# Pleroma: A lightweight social networking server
+# Copyright © 2017-2020 Pleroma Authors <https://pleroma.social/>
+# SPDX-License-Identifier: AGPL-3.0-only
+
+defmodule Pleroma.Upload.Filter.AnonymizeFilenameTest do
+  use Pleroma.DataCase
+
+  alias Pleroma.Config
+  alias Pleroma.Upload
+
+  setup do
+    File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
+
+    upload_file = %Upload{
+      name: "an… image.jpg",
+      content_type: "image/jpeg",
+      path: Path.absname("test/fixtures/image_tmp.jpg")
+    }
+
+    %{upload_file: upload_file}
+  end
+
+  setup do: clear_config([Pleroma.Upload.Filter.AnonymizeFilename, :text])
+
+  test "it replaces filename on pre-defined text", %{upload_file: upload_file} do
+    Config.put([Upload.Filter.AnonymizeFilename, :text], "custom-file.png")
+    {:ok, :filtered, %Upload{name: name}} = Upload.Filter.AnonymizeFilename.filter(upload_file)
+    assert name == "custom-file.png"
+  end
+
+  test "it replaces filename on pre-defined text expression", %{upload_file: upload_file} do
+    Config.put([Upload.Filter.AnonymizeFilename, :text], "custom-file.{extension}")
+    {:ok, :filtered, %Upload{name: name}} = Upload.Filter.AnonymizeFilename.filter(upload_file)
+    assert name == "custom-file.jpg"
+  end
+
+  test "it replaces filename on random text", %{upload_file: upload_file} do
+    {:ok, :filtered, %Upload{name: name}} = Upload.Filter.AnonymizeFilename.filter(upload_file)
+    assert <<_::bytes-size(14)>> <> ".jpg" = name
+    refute name == "an… image.jpg"
+  end
+end