Dimethyl Sulfoxide → 4-(Benzoxazol-2-yl)-2-fluorophenylacetonitrile

Participants

Reaction Steps

To a solution of 0.6 gm. of sodium cyanide in 25 ml. of dimethyl sulfoxide preheated to 65°-70° C. is slowly added 2.5 gm. of 2-(4-bromomethyl-3-fluorophenyl)benzoxazole. The reaction mixture is heated at 60°-70° C. for 1 hour, then cooled and poured into water. The resulting precipitate is filtered off and chromatographed on 300 gm. of silica gel. Elution with methylene chloride gives 4-(benzoxazol-2-yl)-2-fluorophenylacetonitrile.

Provenance & Evidence