2,5-Di-tert-butylhydroquinone → 5,6-Dimethyl cis-3a,4,7,7a-tetrahydroindane-1,3-dione

Participants

Reaction Steps

A solution of 4-cyclopentene-1,3-dione (5.48g; 0.06 mole) and 2,3-dimethyl butadiene (10.4g; 0.127 mole) in dry benzene (20ml) were treated with a few crystals of 2,5-di-t-butyl hydroquinone and allowed to stand at ambient temperature for 4 days. After refluxing for 15 mins the mixture was cooled and the pale orange solid filtered. Recrystallisation from benzene, methanol afforded the title product as a white solid, m.p. 157°-158° C.

Provenance & Evidence