2,5-Di-tert-butylhydroquinone → rac-(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-4,7-ethanoindene-1,3-dione

Participants

Reaction Steps

A solution of 4-cyclopentene-1,3-dione (7.0g; 0.073 mole) in dry benzene (20ml.) was added to 1,3-cyclohexadiene (12g; 0.15 mole). After addition of a few crystals of 2,5-ditert-butyl hydroquinone the stoppered mixture was stood at room temperature for 4 days. Removal of the solid and recrystallisation from methanol gave the adduct m.p. 264°.

Provenance & Evidence