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Old 01-23-2009, 09:17 PM   #1
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Registered: Sep 2008
Posts: 19

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Debian SSL + apache2

hi, im trying to setup a secure web server with apache2 on a debian lenny netinst.

I have apache working, http://ipaddrress will direct me to the "It works!" page.

I created a folder usr/var/www/secure for my secure part.

I generated a self signed certificate with openssl (please let me know if I did this right)
openssl genrsa -out ca.key 1024
openssl req -new -key ca.key -out ca.csr
openssl x509 -req -days 365 -in ca.csr -signkey ca.key -out ca.crt
then I created a new file in apache2/sites-available called "default-ssl"
I made a symlink to it: apache2/site-enabled/ssl
<VirtualHost *:443>
	ServerAdmin webmaster@localhost
	DocumentRoot /var/www/secure
	<Directory />
		Options FollowSymLinks
		AllowOverride None
	<Directory /var/www/secure>
		Options Indexes FollowSymLinks MultiViews
		AllowOverride None
		Order allow,deny
		allow from all

	ScriptAlias /cgi-bin/ /usr/lib/cgi-bin/
	<Directory "/usr/lib/cgi-bin">
		AllowOverride None
		Options +ExecCGI -MultiViews +SymLinksIfOwnerMatch
		Order allow,deny
		Allow from all

	ErrorLog /var/log/apache2/error.log

	# Possible values include: debug, info, notice, warn, error, crit,
	# alert, emerg.
	LogLevel warn

	CustomLog /var/log/apache2/ssl_access.log combined

	Alias /doc/ "/usr/share/doc/"
	<Directory "/usr/share/doc/">
		Options Indexes MultiViews FollowSymLinks
		AllowOverride None
		Order deny,allow
		Deny from all
		Allow from ::1/128

	#   SSL Engine Switch:
	#   Enable/Disable SSL for this virtual host.
	SSLEngine on

	#   A self-signed (snakeoil) certificate can be created by installing
	#   the ssl-cert package. See
	#   /usr/share/doc/apache2.2-common/README.Debian.gz for more info.
	#   If both key and certificate are stored in the same file, only the
	#   SSLCertificateFile directive is needed.
	SSLCertificateFile  ../apache2/ca.crt 
	SSLCertificateKeyFile ../apache2/ca.key 

	#   Server Certificate Chain:
	#   Point SSLCertificateChainFile at a file containing the
	#   concatenation of PEM encoded CA certificates which form the
	#   certificate chain for the server certificate. Alternatively
	#   the referenced file can be the same as SSLCertificateFile
	#   when the CA certificates are directly appended to the server
	#   certificate for convinience.
	#SSLCertificateChainFile /etc/apache2/ssl.crt/server-ca.crt

	#   Certificate Authority (CA):
	#   Set the CA certificate verification path where to find CA
	#   certificates for client authentication or alternatively one
	#   huge file containing all of them (file must be PEM encoded)
	#   Note: Inside SSLCACertificatePath you need hash symlinks
	#         to point to the certificate files. Use the provided
	#         Makefile to update the hash symlinks after changes.
	#SSLCACertificatePath /etc/ssl/certs/
	#SSLCACertificateFile /etc/apache2/ssl.crt/ca-bundle.crt

	#   Certificate Revocation Lists (CRL):
	#   Set the CA revocation path where to find CA CRLs for client
	#   authentication or alternatively one huge file containing all
	#   of them (file must be PEM encoded)
	#   Note: Inside SSLCARevocationPath you need hash symlinks
	#         to point to the certificate files. Use the provided
	#         Makefile to update the hash symlinks after changes.
	#SSLCARevocationPath /etc/apache2/ssl.crl/
	#SSLCARevocationFile /etc/apache2/ssl.crl/ca-bundle.crl

	#   Client Authentication (Type):
	#   Client certificate verification type and depth.  Types are
	#   none, optional, require and optional_no_ca.  Depth is a
	#   number which specifies how deeply to verify the certificate
	#   issuer chain before deciding the certificate is not valid.
	#SSLVerifyClient require
	#SSLVerifyDepth  10

	#   Access Control:
	#   With SSLRequire you can do per-directory access control based
	#   on arbitrary complex boolean expressions containing server
	#   variable checks and other lookup directives.  The syntax is a
	#   mixture between C and Perl.  See the mod_ssl documentation
	#   for more details.
	#<Location />
	#SSLRequire (    %{SSL_CIPHER} !~ m/^(EXP|NULL)/ \
	#            and %{SSL_CLIENT_S_DN_O} eq "Snake Oil, Ltd." \
	#            and %{SSL_CLIENT_S_DN_OU} in {"Staff", "CA", "Dev"} \
	#            and %{TIME_WDAY} >= 1 and %{TIME_WDAY} <= 5 \
	#            and %{TIME_HOUR} >= 8 and %{TIME_HOUR} <= 20       ) \
	#           or %{REMOTE_ADDR} =~ m/^192\.76\.162\.[0-9]+$/

	#   SSL Engine Options:
	#   Set various options for the SSL engine.
	#   o FakeBasicAuth:
	#     Translate the client X.509 into a Basic Authorisation.  This means that
	#     the standard Auth/DBMAuth methods can be used for access control.  The
	#     user name is the `one line' version of the client's X.509 certificate.
	#     Note that no password is obtained from the user. Every entry in the user
	#     file needs this password: `xxj31ZMTZzkVA'.
	#   o ExportCertData:
	#     This exports two additional environment variables: SSL_CLIENT_CERT and
	#     SSL_SERVER_CERT. These contain the PEM-encoded certificates of the
	#     server (always existing) and the client (only existing when client
	#     authentication is used). This can be used to import the certificates
	#     into CGI scripts.
	#   o StdEnvVars:
	#     This exports the standard SSL/TLS related `SSL_*' environment variables.
	#     Per default this exportation is switched off for performance reasons,
	#     because the extraction step is an expensive operation and is usually
	#     useless for serving static content. So one usually enables the
	#     exportation for CGI and SSI requests only.
	#   o StrictRequire:
	#     This denies access when "SSLRequireSSL" or "SSLRequire" applied even
	#     under a "Satisfy any" situation, i.e. when it applies access is denied
	#     and no other module can change it.
	#   o OptRenegotiate:
	#     This enables optimized SSL connection renegotiation handling when SSL
	#     directives are used in per-directory context.
	#SSLOptions +FakeBasicAuth +ExportCertData +StrictRequire
	<FilesMatch "\.(cgi|shtml|phtml|php)$">
		SSLOptions +StdEnvVars
	<Directory /usr/lib/cgi-bin>
		SSLOptions +StdEnvVars

	#   SSL Protocol Adjustments:
	#   The safe and default but still SSL/TLS standard compliant shutdown
	#   approach is that mod_ssl sends the close notify alert but doesn't wait for
	#   the close notify alert from client. When you need a different shutdown
	#   approach you can use one of the following variables:
	#   o ssl-unclean-shutdown:
	#     This forces an unclean shutdown when the connection is closed, i.e. no
	#     SSL close notify alert is send or allowed to received.  This violates
	#     the SSL/TLS standard but is needed for some brain-dead browsers. Use
	#     this when you receive I/O errors because of the standard approach where
	#     mod_ssl sends the close notify alert.
	#   o ssl-accurate-shutdown:
	#     This forces an accurate shutdown when the connection is closed, i.e. a
	#     SSL close notify alert is send and mod_ssl waits for the close notify
	#     alert of the client. This is 100% SSL/TLS standard compliant, but in
	#     practice often causes hanging connections with brain-dead browsers. Use
	#     this only for browsers where you know that their SSL implementation
	#     works correctly.
	#   Notice: Most problems of broken clients are also related to the HTTP
	#   keep-alive facility, so you usually additionally want to disable
	#   keep-alive for those clients, too. Use variable "nokeepalive" for this.
	#   Similarly, one has to force some clients to use HTTP/1.0 to workaround
	#   their broken HTTP/1.1 implementation. Use variables "downgrade-1.0" and
	#   "force-response-1.0" for this.
	BrowserMatch ".*MSIE.*" \
		nokeepalive ssl-unclean-shutdown \
		downgrade-1.0 force-response-1.0

Here's my ports.conf

# If you just change the port or add more ports here, you will likely also
# have to change the VirtualHost statement in
# /etc/apache2/sites-enabled/000-default
# This is also true if you have upgraded from before 2.2.9-3 (i.e. from
# Debian etch). See /usr/share/doc/apache2.2-common/NEWS.Debian.gz and
# README.Debian.gz

NameVirtualHost *:80
NameVirtualHost *:443
Listen 80
Listen 443
<IfModule mod_ssl.c>
    # SSL name based virtual hosts are not yet supported, therefore no
    # NameVirtualHost statement here
https://server.ip/secure just sits there loading and eventually times out. I am missing a step, anyone know what I'm missing to get my secure server up and running?

Last edited by jef3189; 01-23-2009 at 09:19 PM.
Old 01-27-2009, 10:31 PM   #2
Registered: Dec 2003
Location: Calgary, AB
Distribution: Any!
Posts: 146

Rep: Reputation: 18

First, if you made any changes to ports.conf, I would revert them. It shouldn't need to be changed to get SSL working.

Next, your certificate generation looks correct except for the step that removes the password from the certificate:

cp ca.key ca.key.orig
openssl rsa -in ca.key.orig -out ca.key
Maybe you forgot to post that you did that step?

In your apache config, I would also specify the full path to the key and cert, not a relative one.

Finally, to make your apache config file a little easier to read, this should be the bare minimum needed to get it working. This might also eliminate any other errors if present:

<VirtualHost *:443>
       ServerName localhost or whatever it's called
	ServerAdmin webmaster@localhost
	DocumentRoot /var/www/secure
	ErrorLog /var/log/apache2/error.log
	CustomLog /var/log/apache2/ssl_access.log combined

	SSLEngine on

	SSLCertificateFile  /full/path/apache2/ca.crt 
	SSLCertificateKeyFile /full/path/apache2/ca.key 
I hope that helps.


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