Ammonium Chloride → HCID 19767477, compound

Participants

Reaction Steps

A solution of diethyl 2-benzyloxymethyl-2-cyclobutylmalonate (65 g, 0.19 mol) in dry ether (50 ml) was added dropwise to a stirred suspension of lithium aluminium hydride (11.5 g, 0.3 mol) in dry ether (200 ml) at 0° C. under a nitrogen atmosphere. After the addition, the solution was heated to gentle reflux for 1 hour, allowed to cool and an excess of saturated aqueous ammonium chloride was added. Stirring was continued overnight and the resulting mixture was filtered and the solids washed with ether. The filtrate was extracted with ether, the ether extracts were combined, dried over anhydrous magnesium sulphate and evaporated to leave 2-benzyloxymethyl-2-cyclobutylpropane-1,3-diol (49 g) as an oil.

Provenance & Evidence