re = /(?<!\s)\n(?!\n)/m
str = 'this line should have a break
and this one
but not this one
and this one should
and this one
but not this one
and so on'
subst = ' \\n'
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