http://www.gslis.utexas.edu/~palmquis/courses/project98/ailaw/ailaw.htm - tells of trying to make ai that will do well on the LSAT

"Artificial intelligence can now engage in legal reasoning, because a well-designed program can tell a lawyer, or even a judge, what cases are really closest to the case at hand, and what cases are properly distinguished from it."

http://www.law.uchicago.edu/academics/publiclaw/resources/18.crs.computers.pdf