3 files changed, 126 insertions, 0 deletions
diff --git a/tool/ruby-openssl-docker/Dockerfile b/tool/ruby-openssl-docker/Dockerfile
new file mode 100644
index 00000000..99b57e4a
--- /dev/null
+++ b/tool/ruby-openssl-docker/Dockerfile
@@ -0,0 +1,92 @@
+FROM ubuntu:14.04
+
+RUN apt-get update && apt-get install -y --no-install-recommends \
+  autoconf \
+  bison \
+  build-essential \
+  bzip2 \
+  ca-certificates \
+  cpio \
+  curl \
+  file \
+  git \
+  gzip \
+  libreadline-dev \
+  make \
+  patch \
+  pkg-config \
+  sed \
+  xz-utils \
+  zlib1g-dev
+
+# Supported OpenSSL versions: 1.0.0, 1.0.1, 1.0.2, 1.1.0
+RUN mkdir -p /build/openssl
+RUN curl -s https://www.openssl.org/source/openssl-1.0.0t.tar.gz | tar -C /build/openssl -xzf - && \
+    cd /build/openssl/openssl-1.0.0t && \
+    ./Configure \
+      --openssldir=/opt/openssl/openssl-1.0.0 \
+      shared debug-linux-x86_64 && \
+    make && make install_sw
+
+RUN curl -s https://www.openssl.org/source/openssl-1.0.1t.tar.gz | tar -C /build/openssl -xzf - && \
+    cd /build/openssl/openssl-1.0.1t && \
+    ./Configure \
+      --openssldir=/opt/openssl/openssl-1.0.1 \
+      shared debug-linux-x86_64 && \
+    make && make install_sw
+
+RUN curl -s https://www.openssl.org/source/openssl-1.0.2h.tar.gz | tar -C /build/openssl -xzf - && \
+    cd /build/openssl/openssl-1.0.2h && \
+    ./Configure \
+      --openssldir=/opt/openssl/openssl-1.0.2 \
+      shared debug-linux-x86_64 && \
+    make && make install_sw
+
+RUN curl -s https://www.openssl.org/source/openssl-1.1.0-pre6.tar.gz | tar -C /build/openssl -xzf - && \
+    cd /build/openssl/openssl-1.1.0-pre6 && \
+    ./Configure \
+      --prefix=/opt/openssl/openssl-1.1.0 \
+      enable-crypto-mdebug enable-crypto-mdebug-backtrace \
+      debug-linux-x86_64 && \
+    make && make install_sw
+
+# Supported libressl versions: 2.1, 2.2, 2.3, 2.4
+RUN curl -s http://ftp.openbsd.org/pub/OpenBSD/LibreSSL/libressl-2.1.10.tar.gz | tar -C /build/openssl -xzf -
+RUN cd /build/openssl/libressl-2.1.10 && \
+    ./configure \
+      --prefix=/opt/openssl/libressl-2.1 && \
+    make && make install
+
+RUN curl -s http://ftp.openbsd.org/pub/OpenBSD/LibreSSL/libressl-2.2.9.tar.gz | tar -C /build/openssl -xzf -
+RUN cd /build/openssl/libressl-2.2.9 && \
+    ./configure \
+      --prefix=/opt/openssl/libressl-2.2 && \
+    make && make install
+
+RUN curl -s http://ftp.openbsd.org/pub/OpenBSD/LibreSSL/libressl-2.3.7.tar.gz | tar -C /build/openssl -xzf -
+RUN cd /build/openssl/libressl-2.3.7 && \
+    ./configure \
+      --prefix=/opt/openssl/libressl-2.3 && \
+    make && make install
+
+RUN curl -s http://ftp.openbsd.org/pub/OpenBSD/LibreSSL/libressl-2.4.2.tar.gz | tar -C /build/openssl -xzf -
+RUN cd /build/openssl/libressl-2.4.2 && \
+    ./configure \
+      --prefix=/opt/openssl/libressl-2.4 && \
+    make && make install
+
+# Supported Ruby versions: 2.3
+RUN mkdir -p /build/ruby
+RUN curl -s https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.1.tar.gz | tar -C /build/ruby -xzf - && \
+    cd /build/ruby/ruby-2.3.1 && \
+    autoconf && ./configure \
+      --without-openssl \
+      --prefix=/opt/ruby/ruby-2.3 \
+      --disable-install-doc && \
+    make && make install
+
+ONBUILD ADD . /home/openssl/code
+ONBUILD WORKDIR /home/openssl/code
+
+COPY init.sh /home/openssl/init.sh
+ENTRYPOINT ["/home/openssl/init.sh"]
diff --git a/tool/ruby-openssl-docker/README.md b/tool/ruby-openssl-docker/README.md
new file mode 100644
index 00000000..5211dd77
--- /dev/null
+++ b/tool/ruby-openssl-docker/README.md
@@ -0,0 +1,5 @@
+# ruby-openssl-docker
+
+Supports OpenSSL 1.0.0t, 1.0.1q, 1.0.2e and LibreSSL 2.1.9, 2.2.5 and 2.3.1.
+
+Currently only Ruby 2.3.0 is supported.
diff --git a/tool/ruby-openssl-docker/init.sh b/tool/ruby-openssl-docker/init.sh
new file mode 100755
index 00000000..3fa271c4
--- /dev/null
+++ b/tool/ruby-openssl-docker/init.sh
@@ -0,0 +1,29 @@
+#!/bin/bash
+
+if [[ "$RUBY_VERSION" = "" ]]
+then
+  RUBY_VERSION=ruby-2.3
+fi
+
+if [[ "$OPENSSL_VERSION" = "" ]]
+then
+  OPENSSL_VERSION=openssl-1.0.2
+fi
+
+echo "Using Ruby ${RUBY_VERSION} with OpenSSL ${OPENSSL_VERSION}."
+export PATH="/opt/ruby/${RUBY_VERSION}/bin:$PATH"
+export LD_LIBRARY_PATH="/opt/openssl/${OPENSSL_VERSION}/lib"
+export PKG_CONFIG_PATH="/opt/openssl/${OPENSSL_VERSION}/lib/pkgconfig"
+
+ruby -e '
+  newsource = Gem::Source.new("http://rubygems.org")
+  Gem.sources.replace([newsource])
+  Gem.configuration.write
+
+  spec = eval(File.read("openssl.gemspec"))
+  spec.development_dependencies.each do |dep|
+    Gem.install(dep.name, dep.requirement, force: true)
+  end
+'
+
+exec $*