1-(Triphenylphosphoranylidene)acetone → 1-Acetonylidene-4,6-dimethylbenzocyclobutene

Participants

Reaction Conditions

Reaction Steps

4,6-Dimethylbenzocyclobut-en-1-one (5.5 g, 38 mmol) and triphenylphosphoranylidene-2-propanone (15.0 g, 47 mmol) were heated together with stirring at 180° C. for 0.5 hours. After cooling the mixture was triturated with ether, filtered and the filtrate evaporated to give 1-acetonylidene-4,6-dimethylbenzocyclobutene as a pale brown solid (5.7 g, 81%). Pmr spectrum (CDCl3, δ in ppm): 2.30 (6H, s); 2.35 (3H,s); 3.94 (2H, s); 6.25 (1H, s); 6.86 (2H, s).

Provenance & Evidence