Hydrochloric Acid → 3-(4-Chlorophenyl)-3-{7-[(ethylsulfanyl)methyl]-1H-indol-3-yl}propan-1-ol

Participants

Reaction Steps

A solution of 1.05 g of the compound from Example 33A with a purity of 84% (2.19 mmol) in 20 ml of tetrahydrofuran was added dropwise to 9.1 ml (9.1 mmol) of a 1N solution of lithium aluminum hydride in tetrahydrofuran under argon in 50 ml of tetrahydrofuran at RT. The mixture was stirred at RT for 15 min and then, while cooling in ice, 1N hydrochloric acid was added. The mixture was extracted with dichloromethane, and the organic phase was dried over magnesium sulfate, filtered and concentrated. The crude product was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 0.95 g (94% of theory) of the title compound.

Provenance & Evidence