Water → 1,2,3,5,6,8a-Hexahydroindolizine-7-methanol

Participants

Reaction Steps

Ethyl 1,2,3,5,6,8a-hexahydroindolizine-7-carboxylate (D1, 0.89 g, 4.6 mmol) was stirred under Ar in dry THF (50 ml) as lithium aluminium hydride (0.35 g, 9.2 mmol) was added portionwise. After 30 min, the reaction was worked up by successive addition of water (0.35 ml), 10% NaOH (0.35 ml) and water (1.05 ml). The solid was filtered off, and the filtrate was evaporated to yield the title compound (0.67 g, 97%) as a brown oil.

Provenance & Evidence