Methyl iodide → HCID 53865664, compound

Participants

Reaction Steps

4.7 g. of 2-phenyl-5,6,7,8-tetrahydro-5-quinoline carbonitrile in 80 ml. of absolute tetrahydrofuran is combined with 0.660 g. of 80% sodium hydride, agitated for 30 minutes at room temperature and for 30 minutes at 60° C. under nitrogen, and combined with 2.5 ml. of methyl iodide. After heating the mixture for 2 hours to 60° C., it is concentrated, distributed between ethyl acetate/water, and the ethyl acetate phase is concentrated. Recrystallization from diisopropyl ether/hexane yields 5-methyl-2-phenyl-5,6,7,8-tetrahydro-5-quinoline carbonitrile, m.p. 114.5° - 115.5° C.

Provenance & Evidence