re = /(["])(?:(?!\1|"").|"".)*\1/
str = 'Hello Colm "This is a test""\\\\"
"This is also an NL test"
\'And this has an escaped quote don\\\'t in it \' Blue Boy
"This has a single quote \' but doesn\\\' end the quote as it started with double quotes"
"""line spanning with escaped quote at the end of a line"""
""""
"Foo Bar" "Another Value" something else'
subst = 'Subbed'
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html