Water → cis-4-Cyanomethyl-5-benzyloxymethylcyclohex-1-ene

Participants

Reaction Conditions

Reaction Steps

The p-toluene sulphonyl ester/benzyl ether (3) 12 g) in dimethylsulphoxide (DMSO) (15 ml) is added with stirring to potassium cyanide (3 g) in DMSO (20 ml). The mixture is heated at 100° C. under nitrogen for 6 hours and is then cooled, poured into water and the product extracted with ether. The solvent is removed and the residue purified on a Florisil column, eluting with petroleum ether-benzene (1:1) to give the title compound as an oil (6.5 g, ca. 80%) νmax (film) 2220 and 1600 cm-1.

Provenance & Evidence