--- a/src/java.net.http/share/classes/jdk/internal/net/http/AuthenticationFilter.java	Thu Jan 17 15:44:29 2019 +0100
+++ b/src/java.net.http/share/classes/jdk/internal/net/http/AuthenticationFilter.java	Thu Jan 17 15:24:20 2019 +0000
@@ -34,6 +34,7 @@
 import java.net.URL;
 import java.util.Base64;
 import java.util.LinkedList;
+import java.util.List;
 import java.util.Objects;
 import java.util.WeakHashMap;
 import java.net.http.HttpHeaders;
@@ -258,23 +259,21 @@
 
         boolean proxy = status == PROXY_UNAUTHORIZED;
         String authname = proxy ? "Proxy-Authenticate" : "WWW-Authenticate";
-        String authval = hdrs.firstValue(authname).orElse(null);
-        if (authval == null) {
-            if (exchange.client().authenticator().isPresent()) {
-                throw new IOException(authname + " header missing for response code " + status);
-            } else {
-                // No authenticator? let the caller deal with this.
-                return null;
+        List<String> authvals = hdrs.allValues(authname);
+        if (authvals.isEmpty() && exchange.client().authenticator().isPresent()) {
+            throw new IOException(authname + " header missing for response code " + status);
+        }
+        String authval = null;
+        for (String aval : authvals) {
+            HeaderParser parser = new HeaderParser(aval);
+            String scheme = parser.findKey(0);
+            if (scheme.equalsIgnoreCase("Basic")) {
+                authval = aval;
+                break;
             }
         }
-
-        HeaderParser parser = new HeaderParser(authval);
-        String scheme = parser.findKey(0);
-
-        // TODO: Need to generalise from Basic only. Delegate to a provider class etc.
-
-        if (!scheme.equalsIgnoreCase("Basic")) {
-            return null;   // error gets returned to app
+        if (authval == null) {
+            return null;
         }
 
         if (proxy) {

--- /dev/null	Thu Jan 01 00:00:00 1970 +0000
+++ b/test/jdk/java/net/httpclient/AuthSchemesTest.java	Thu Jan 17 15:24:20 2019 +0000
@@ -0,0 +1,159 @@
+/*
+ * Copyright (c) 2019, Oracle and/or its affiliates. All rights reserved.
+ * DO NOT ALTER OR REMOVE COPYRIGHT NOTICES OR THIS FILE HEADER.
+ *
+ * This code is free software; you can redistribute it and/or modify it
+ * under the terms of the GNU General Public License version 2 only, as
+ * published by the Free Software Foundation.
+ *
+ * This code is distributed in the hope that it will be useful, but WITHOUT
+ * ANY WARRANTY; without even the implied warranty of MERCHANTABILITY or
+ * FITNESS FOR A PARTICULAR PURPOSE.  See the GNU General Public License
+ * version 2 for more details (a copy is included in the LICENSE file that
+ * accompanied this code).
+ *
+ * You should have received a copy of the GNU General Public License version
+ * 2 along with this work; if not, write to the Free Software Foundation,
+ * Inc., 51 Franklin St, Fifth Floor, Boston, MA 02110-1301 USA.
+ *
+ * Please contact Oracle, 500 Oracle Parkway, Redwood Shores, CA 94065 USA
+ * or visit www.oracle.com if you need additional information or have any
+ * questions.
+ */
+
+/**
+ * @test
+ * @bug 8217237
+ * @modules java.net.http
+ * @run main/othervm AuthSchemesTest
+ * @summary HttpClient does not deal well with multi-valued WWW-Authenticate challenge headers
+ */
+
+import java.io.IOException;
+import java.io.InputStream;
+import java.io.OutputStream;
+import java.net.*;
+import java.net.Authenticator;
+import java.net.http.HttpClient;
+import java.net.http.HttpRequest;
+import java.net.http.HttpResponse;
+
+public class AuthSchemesTest {
+    static class BasicServer extends Thread {
+
+        ServerSocket server;
+
+        Socket s;
+        InputStream is;
+        OutputStream os;
+        static final String RESPONSE = "Hello world";
+        static final String respLength = Integer.toString(RESPONSE.length());
+        static final String realm = "wally world";
+
+        String reply1 = "HTTP/1.1 401 Unauthorized\r\n"+
+                "WWW-Authenticate: BarScheme\r\n" +
+                "WWW-Authenticate: FooScheme realm=\""+realm+"\"\r\n" +
+                "WWW-Authenticate: Basic realm=\""+realm+"\"\r\n" +
+                "WWW-Authenticate: WoofScheme\r\n\r\n";
+
+        String reply2 = "HTTP/1.1 200 OK\r\n"+
+                "Date: Mon, 15 Jan 2001 12:18:21 GMT\r\n" +
+                "Server: Apache/1.3.14 (Unix)\r\n" +
+                "Connection: close\r\n" +
+                "Content-Type: text/html; charset=iso-8859-1\r\n" +
+                "Content-Length: " + respLength + "\r\n\r\n";
+
+        BasicServer(ServerSocket s) {
+            server = s;
+        }
+
+        String response() {
+            return RESPONSE;
+        }
+
+        void readAll(Socket s) throws IOException {
+            byte[] buf = new byte [128];
+            InputStream is = s.getInputStream();
+            s.setSoTimeout(1000);
+            try {
+                while (is.read(buf) > 0) ;
+            } catch (SocketTimeoutException x) { }
+        }
+
+        public void run() {
+            try {
+                System.out.println("Server 1: accept");
+                s = server.accept();
+                System.out.println("accepted");
+                os = s.getOutputStream();
+                os.write(reply1.getBytes());
+                readAll(s);
+                s.close();
+
+                System.out.println("Server 2: accept");
+                s = server.accept();
+                System.out.println("accepted");
+                os = s.getOutputStream();
+                os.write((reply2+RESPONSE).getBytes());
+                readAll(s);
+                s.close();
+
+            }
+            catch (Exception e) {
+                System.out.println(e);
+            }
+            finished();
+        }
+
+        boolean isfinished = false;
+
+        public synchronized void finished() {
+            isfinished = true;
+            notifyAll();
+        }
+
+        public synchronized void waitforfinish() {
+            while (!isfinished) {
+                try {
+                    wait();
+                } catch (InterruptedException e) {
+                    e.printStackTrace();
+                }
+            }
+        }
+    }
+
+    static class Auth extends Authenticator {
+        protected PasswordAuthentication getPasswordAuthentication() {
+            return new PasswordAuthentication("user", new char[] {'a','b','c'});
+        }
+    }
+
+    public static void main(String[] args) throws Exception {
+        ServerSocket serversocket = null;
+        BasicServer server = null;
+        Auth authenticator = new Auth();
+
+        serversocket = new ServerSocket(0, 10, InetAddress.getLoopbackAddress());
+        int port = serversocket.getLocalPort();
+        server = new BasicServer(serversocket);
+
+        HttpClient client = HttpClient.newBuilder()
+                .authenticator(authenticator)
+                .build();
+        server.start();
+        URI uri = URI.create("http://127.0.0.1:" + port + "/foo");
+        HttpRequest request = HttpRequest.newBuilder(uri)
+                .GET()
+                .build();
+        HttpResponse<String> response = client.send(request, HttpResponse.BodyHandlers.ofString());
+        if (response.statusCode() != 200 || !response.body().equals(server.response())) {
+            System.out.println("Status code = " + response.statusCode());
+            serversocket.close();
+            throw new RuntimeException("Test failed");
+        }
+        serversocket.close();
+        server.waitforfinish();
+        System.out.println("OK");
+    }
+}