Water → 75658-83-2

Participants

Reaction Conditions

Reaction Steps

127 ml of a 1.2 molar solution of diisobutylaluminum hydride in toluene is instilled in a solution of 8.7 g of 2-hydroxymethyl-cyclopentanecarboxylic acid lactone (O. Caamano et al., Euro. J. Med. Chem. 22, 311 (1987)) in 127 ml of toluene at 0° C. under argon and stirred for 50 minutes at 0° C. Then, 25 ml of isopropanol and 63 ml of water are instilled, stirred for 2 hours at 22° C., filtered washed with methylene chloride and concentrated by evaporation in a vacuum. The residue is purified by chromatography on silica gel. With ethyl acetate/hexane (4+1), 7 g of cis-1,2-dihydroxymethyl-cyclopentane is obtained as colorless liquid.

Provenance & Evidence