diff --git a/tests/http/test_proxy.py b/tests/http/test_proxy.py
new file mode 100644
index 0000000000..0dc9ba8e05
--- /dev/null
+++ b/tests/http/test_proxy.py
@@ -0,0 +1,53 @@
+# Copyright 2023 The Matrix.org Foundation C.I.C.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+# http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+from typing import Set
+
+from parameterized import parameterized
+
+from synapse.http.proxy import parse_connection_header_value
+
+from tests.unittest import TestCase
+
+
+class ProxyTests(TestCase):
+ @parameterized.expand(
+ [
+ [b"close, X-Foo, X-Bar", {"Close", "X-Foo", "X-Bar"}],
+ # No whitespace
+ [b"close,X-Foo,X-Bar", {"Close", "X-Foo", "X-Bar"}],
+ # More whitespace
+ [b"close, X-Foo, X-Bar", {"Close", "X-Foo", "X-Bar"}],
+ # "close" directive in not the first position
+ [b"X-Foo, X-Bar, close", {"X-Foo", "X-Bar", "Close"}],
+ # Normalizes header capitalization
+ [b"keep-alive, x-fOo, x-bAr", {"Keep-Alive", "X-Foo", "X-Bar"}],
+ # Handles header names with whitespace
+ [
+ b"keep-alive, x foo, x bar",
+ {"Keep-Alive", "X foo", "X bar"},
+ ],
+ ]
+ )
+ def test_parse_connection_header_value(
+ self,
+ connection_header_value: bytes,
+ expected_extra_headers_to_remove: Set[str],
+ ) -> None:
+ """
+ Tests that the connection header value is parsed correctly
+ """
+ self.assertEqual(
+ expected_extra_headers_to_remove,
+ parse_connection_header_value(connection_header_value),
+ )
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