Hi Ivan,

The problem is not with bundler but with the json gem that doesn't provide windows binaries anymore (see the gem's history and this post on the RubyInstaller Google Group). The current way to install the json gem on windows, according to the mentioned post and this StackOverflow question seems to be to install the RubyInstaller to get everything necessary installed to compile the json gem's binary parts directly.

(It might be that Redmine doesn't have this problem because the required json gem is older, can't say for sure).

Just as a remark, if I'm not mistaken, you don't need the json gem for a production ChiliProject (as well as a couple of other gems). Just run bundle install --without test development. See the Bundler page for more information about groups and which to install.

Thank you for your answers. I tried with RubyInstaller DevKit. It installed. Then I saw this

D:\Program Files\Ruby\Rdevkit>gem install rdiscount --platform=ruby
Temporarily enhancing PATH to include DevKit...
Building native extensions.  This could take a while...
ERROR:  Error installing rdiscount:
        ERROR: Failed to build gem native extension.

"d:/Program Files/Ruby/bin/ruby.exe" extconf.rb
checking for random()... yes
checking for srandom()... yes
checking for rand()... yes
checking for srand()... yes
creating Makefile

make
Makefile:130: warning: overriding commands for target `d:/Program'
Makefile:124: warning: ignoring old commands for target `d:/Program'
make: *** No rule to make target `ruby.h', needed by `basename.o'.  Stop.

Thank you.

Ivan

You shouldn't need rdiscount for ChiliProject if I remember well, and there again, it seems windows isn't (well) supported, sorry.

Hopefully the following will be helpful to someone. Tony

On windows this is a bit tricky because the bundler/some gems want to compile native. The DevKit is needed and must be on a path without spaces... I run mine on Windows Server 2008 under c:\devkit as I have Ruby in c:\ruby. There is also an installer routine you must run to setup the devkit correctly and I think I had to edit one config file. The brief instructions are in the install.txt file inside the zip file for the devkit.
Here is the text in it:
"After extraction, place devkit and bin at the same level where Ruby was installed
(C:\Ruby for example)

Please change devkit/msys/1.0.11/etc/fstab to properly point to the right
directories for mingw and /usr/local

It provides fakes to GCC, make and sh needed by extension compilation process."

The second part about the directories for mingw and usr/local are pretty vague and very linuxy...
I never renamed it from fstab.sample so I do not think it even needed it.

I did run into additional problems with imagemagik as well which I used this to get it to work it needed the headers available to compile:
2.Install ImageMagick 6.6.x with windows installer with headers.
NOTE:
Do not install ImageMagick in a path which has spaces in it.
The default path C:/Program Files/... will not work.
Install it at a simpler path.
- Remove any older installations of ImageMagick and RMagick
3.Set the paths in Environment Variables:

set DFImageMagick environment variable to where ImageMagick is installed
set PATH=%DFImageMagick%;%PATH% (if you don't already have it in PATH)
set CPATH=%DFImageMagick%\include;%CPATH%
set LIBRARY_PATH=%DFImageMagick%\lib;%LIBRARY_PATH%