7,10-Methanophenanthridine-2-carboxylicacid,5,6,6a,7,8,9,10,10a-octahydro-6-phenyl- synthesis

Yield:-

Reaction Conditions:

Stage #1: C₂₂H₂₃NO₂with lithium hydroxide;water in tetrahydrofuran at 20; for 120 h;
Stage #2: with potassium hydroxide;water in tetrahydrofuran at 60; for 16 h;

Steps:

2.B

B. Synthesis of compound 2c: To 2b (0.52 g, 1.56 mmol) in 3 ml THF (tetrahydrofuran) and 1 ml water was added lithium hydroxide (0.37 g, 15.6 mmol). The reaction stirred at room temperature for five days. Reaction was not complete so one equivalent of potassium hydroxide was added and the reaction was heated to 60° C. for 16 hours. Ethyl acetate was added and the organic layer was washed with water. The organic layer was concentrated to give the desired acid 2c which was used without further purification.

References:

US2008/214537,2008,A1 Location in patent:Page/Page column 6