Error upgrading from Rails 2.2.2 to 2.3.3

rake rails:freeze:gems

$ rake rails:freeze:gems --trace
(in /Users/pb/code/sb)
rake aborted!
no such file to load -- active_support
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:36:in `gem_original_require'
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:36:in `require'
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/misc.rake:18
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/rails.rb:4:in `load'
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/rails.rb:4
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/rails.rb:4:in `each'
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/rails.rb:4
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:31:in `gem_original_require'
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:31:in `require'
/Users/pb/code/sb/Rakefile:10
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2383:in `load'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2383:in `raw_load_rakefile'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2017:in `load_rakefile'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2068:in `standard_exception_handling'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2016:in `load_rakefile'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2000:in `run'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2068:in `standard_exception_handling'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:1998:in `run'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/bin/rake:31
/usr/local/bin/rake:19:in `load'
/usr/local/bin/rake:19

rake rails:update

$ rake rails:update --trace
(in /Users/pb/code/sb)
rake aborted!
no such file to load -- active_support
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:36:in `gem_original_require'
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:36:in `require'
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/misc.rake:18
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/rails.rb:4:in `load'
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/rails.rb:4
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/rails.rb:4:in `each'
/Users/pb/code/sb/vendor/rails/railties/lib/tasks/rails.rb:4
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:31:in `gem_original_require'
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:31:in `require'
/Users/pb/code/sb/Rakefile:10
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2383:in `load'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2383:in `raw_load_rakefile'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2017:in `load_rakefile'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2068:in `standard_exception_handling'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2016:in `load_rakefile'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2000:in `run'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:2068:in `standard_exception_handling'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/lib/rake.rb:1998:in `run'
/usr/local/lib/ruby/gems/1.8/gems/rake-0.8.7/bin/rake:31
/usr/local/bin/rake:19:in `load'
/usr/local/bin/rake:19

server

$ script/server
/usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:36:in `gem_original_require': no such file to load -- active_support (LoadError)
	from /usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:36:in `require'
	from /Users/pb/code/sb/vendor/rails/railties/lib/commands/server.rb:1
	from /usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:31:in `gem_original_require'
	from /usr/local/lib/ruby/site_ruby/1.8/rubygems/custom_require.rb:31:in `require'
	from script/server:3