Upgrade to Ruby 2.4.4

.gitlab-ci.yml

-image: "dev.gitlab.org:5005/gitlab/gitlab-build-images:ruby-2.3.7-golang-1.9-git-2.17-chrome-65.0-node-8.x-yarn-1.2-postgresql-9.6"
+image: "dev.gitlab.org:5005/gitlab/gitlab-build-images:ruby-2.4.4-golang-1.9-git-2.17-chrome-65.0-node-8.x-yarn-1.2-postgresql-9.6"
 
 .dedicated-runner: &dedicated-runner
   retry: 1
@@ -6,7 +6,7 @@ image: "dev.gitlab.org:5005/gitlab/gitlab-build-images:ruby-2.3.7-golang-1.9-git
     - gitlab-org
 
 .default-cache: &default-cache
-  key: "ruby-2.3.7-debian-stretch-with-yarn"
+  key: "ruby-2.4.4-debian-stretch-with-yarn"
   paths:
     - vendor/ruby
     - .yarn-cache/
@@ -550,7 +550,7 @@ static-analysis:
   script:
     - scripts/static-analysis
   cache:
-    key: "ruby-2.3.7-debian-stretch-with-yarn-and-rubocop"
+    key: "ruby-2.4.4-debian-stretch-with-yarn-and-rubocop"
     paths:
       - vendor/ruby
       - .yarn-cache/

.ruby-version

-2.3.7
+2.4.4

app/models/clusters/platforms/kubernetes.rb

@@ -11,12 +11,12 @@ module Clusters
 
       attr_encrypted :password,
         mode: :per_attribute_iv,
-        key: Gitlab::Application.secrets.db_key_base,
+        key: Settings.attr_encrypted_db_key_base,
         algorithm: 'aes-256-cbc'
 
       attr_encrypted :token,
         mode: :per_attribute_iv,
-        key: Gitlab::Application.secrets.db_key_base,
+        key: Settings.attr_encrypted_db_key_base,
         algorithm: 'aes-256-cbc'
 
       before_validation :enforce_namespace_to_lower_case

app/models/clusters/providers/gcp.rb

@@ -11,7 +11,7 @@ module Clusters
 
       attr_encrypted :access_token,
         mode: :per_attribute_iv,
-        key: Gitlab::Application.secrets.db_key_base,
+        key: Settings.attr_encrypted_db_key_base,
         algorithm: 'aes-256-cbc'
 
       validates :gcp_project_id,

app/models/concerns/has_variable.rb

@@ -13,7 +13,7 @@ module HasVariable
     attr_encrypted :value,
        mode: :per_attribute_iv_and_salt,
        insecure_mode: true,
-       key: Gitlab::Application.secrets.db_key_base,
+       key: Settings.attr_encrypted_db_key_base,
        algorithm: 'aes-256-cbc'
 
     def key=(new_key)

app/models/pages_domain.rb

@@ -19,7 +19,7 @@ class PagesDomain < ActiveRecord::Base
   attr_encrypted :key,
     mode: :per_attribute_iv_and_salt,
     insecure_mode: true,
-    key: Gitlab::Application.secrets.db_key_base,
+    key: Settings.attr_encrypted_db_key_base,
     algorithm: 'aes-256-cbc'
 
   after_initialize :set_verification_code

app/models/project_import_data.rb

@@ -3,7 +3,7 @@ require 'carrierwave/orm/activerecord'
 class ProjectImportData < ActiveRecord::Base
   belongs_to :project, inverse_of: :import_data
   attr_encrypted :credentials,
-                 key: Gitlab::Application.secrets.db_key_base,
+                 key: Settings.attr_encrypted_db_key_base,
                  marshal: true,
                  encode: true,
                  mode: :per_attribute_iv_and_salt,

app/models/remote_mirror.rb

@@ -5,7 +5,7 @@ class RemoteMirror < ActiveRecord::Base
   UNPROTECTED_BACKOFF_DELAY = 5.minutes
 
   attr_encrypted :credentials,
-                 key: Gitlab::Application.secrets.db_key_base,
+                 key: Settings.attr_encrypted_db_key_base,
                  marshal: true,
                  encode: true,
                  mode: :per_attribute_iv_and_salt,

config/initializers/secret_token.rb → config/initializers/01_secret_token.rb

+# This file needs to be loaded BEFORE any initializers that attempt to
+# prepend modules that require access to secrets (e.g. EE's 0_as_concern.rb).
+#
 # Be sure to restart your server when you modify this file.
 
 require 'securerandom'

config/settings.rb

@@ -85,6 +85,10 @@ class Settings < Settingslogic
       File.expand_path(path, Rails.root)
     end
 
+    def attr_encrypted_db_key_base
+      Gitlab::Application.secrets.db_key_base[0..31]
+    end
+
     private
 
     def base_url(config)

db/migrate/20160302152808_remove_wrong_import_url_from_projects.rb

@@ -8,7 +8,7 @@ class RemoveWrongImportUrlFromProjects < ActiveRecord::Migration
     extend AttrEncrypted
     attr_accessor :credentials
     attr_encrypted :credentials,
-                   key: Gitlab::Application.secrets.db_key_base,
+                   key: Settings.attr_encrypted_db_key_base,
                    marshal: true,
                    encode: true,
                    :mode => :per_attribute_iv_and_salt,

db/post_migrate/20171124104327_migrate_kubernetes_service_to_new_clusters_architectures.rb

@@ -48,7 +48,7 @@ class MigrateKubernetesServiceToNewClustersArchitectures < ActiveRecord::Migrati
 
     attr_encrypted :token,
       mode: :per_attribute_iv,
-      key: Gitlab::Application.secrets.db_key_base,
+      key: Settings.attr_encrypted_db_key_base,
       algorithm: 'aes-256-cbc'
   end
 

doc/install/installation.md

@@ -133,9 +133,9 @@ Remove the old Ruby 1.8 if present:
 Download Ruby and compile it:
 
     mkdir /tmp/ruby && cd /tmp/ruby
-    curl --remote-name --progress https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.7.tar.gz
-    echo '540996fec64984ab6099e34d2f5820b14904f15a  ruby-2.3.7.tar.gz' | shasum -c - && tar xzf ruby-2.3.7.tar.gz
-    cd ruby-2.3.7
+    curl --remote-name --progress https://cache.ruby-lang.org/pub/ruby/2.4/ruby-2.4.4.tar.gz
+    echo 'ec82b0d53bd0adad9b19e6b45e44d54e9ec3f10c  ruby-2.4.4.tar.gz' | shasum -c - && tar xzf ruby-2.4.4.tar.gz
+    cd ruby-2.4.4
 
     ./configure --disable-install-rdoc
     make

spec/initializers/secret_token_spec.rb

 require 'spec_helper'
-require_relative '../../config/initializers/secret_token'
+require_relative '../../config/initializers/01_secret_token'
 
 describe 'create_tokens' do
   include StubENV

spec/models/concerns/has_variable_spec.rb

@@ -45,8 +45,10 @@ describe HasVariable do
     end
 
     it 'fails to decrypt if iv is incorrect' do
-      subject.encrypted_value_iv = SecureRandom.hex
+      # attr_encrypted expects the IV to be 16 bytes and base64-encoded
+      subject.encrypted_value_iv = [SecureRandom.hex(8)].pack('m')
       subject.instance_variable_set(:@value, nil)
+
       expect { subject.value }
         .to raise_error(OpenSSL::Cipher::CipherError, 'bad decrypt')
     end