Water → 75658-83-2

Participants

Reaction Conditions

Reaction Steps

46 ml of a 1.2 molar solution of diisobutylaluminum hydride in toluene is instilled in a solution of 2.8 g of 2-hydroxymethyl-cyclobutanecarboxylic acid lactone (C. C. Schroff et al., J. Org. Chem. 36, 3356 (1971)) in 70 ml of toluene at 0° C. under argon and stirred for 50 minutes at 0° C. Then, 20 ml of 2-propanol and 23 ml of water are instilled, stirred for 2 hours at 22° C. filtered washed with dichloromethane and concentrated by evaporation in a vacuum. The residue is purified by chromatography on silica gel. With ethyl acetate/hexane (4+1), 2.1 g of cis-1,2-dihydroxymethyl-cyclopentane is obtained as colorless liquid.

Provenance & Evidence