2,5-Di-tert-butylhydroquinone → 3a,4,7,7a-Tetrahydro-1H-4,7-methanoindene-1,3(2H)-dione

Participants

Reaction Steps

A solution of 4-cyclopentene-1,3-dione (5 84g; 0.06 mole) in anhydrous benzene (20ml) was treated with freshly distilled cyclopentadiene (7.3g; 0.122 mole) together with a few crystals of 2,5-di-t-butyl hydroquinone. An immediate reaction ensued with concommitant crystallisation of the product. After standing at room temperature for 3 days the title compound was filtered and recrystallised from methanol, m.p. 183° C.

Provenance & Evidence