Ammonia → HCID 19767504, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-benzyloxymethyl-2-cyclobutylpropane-1,3-diol (49 g, 0.2 mol) in dry ether (200 ml) was added to liquid ammonia (450 ml) stirred at -70° C. Sodium pellets (14 g, 0.6 mol) were added and the stirred mixture was allowed to warm to -33° C. over 2 hours. Ammonium chloride (35 g, 0.65 mol) was added and the ammonia was allowed to evaporate overnight. The solid residue was extracted with ether, the extracts were combined, filtered and evaporated to leave 2-cyclobutyl-2-hydroxymethylpropane-1,3-diol as an oil (27.9 g, 87%) which was purified on a silica column eluting with chloroform then increasing amounts of chloroform:methanol (up to 9:1 v/v).

Provenance & Evidence