Sodium Hydroxide → 2-(R)-[2-(N,N-Dimethylamino)ethyl]-6-(4-hydroxyphenyl) methoxytetralin

Participants

Reaction Steps

THF solution (2 ml) of 2-(R)-[2-(N,N-dimethylamino)ethyl]-6-[4-(4-methoxyphenylcarbonyloxy) phenylmethoxy]tetralin (330 mg) was added dropwise to THF suspension (4 ml) of lithium aluminum hydride (60 mg) under ice-cooling. 1N aqueous sodium hydroxide solution was added the reaction mixture to make the mixture basic, and the precipitate was removed by celite filtration. After the filtrate was concentrated, the residue was purified using silica gel chromatography (development solvent; ethyl acetate-methanol), and recrystallized (ethyl acetate-hexane) to give the titled compound (70 mg).

Provenance & Evidence