Diethyl Ether → 1,2,3,4,4a,9b-Hexahydro-1,4a,9b-trimethyl-1,4-methanodibenzofuran

Participants

Reaction Steps

50 g (0.267 mol) of bromoanisole, in solution in 120 ml of ethyl ether, were treated at 0° C. with 200 ml of n-butyllithium (1.6M in hexane) and the mixture was maintained under stirring at room temperature overnight. 41.57 g (273 mmol) of (+)-fenchone (Fluka) in 100 ml of ethyl ether were then added dropwise and the mixture was maintained under stirring for 6 h at room temperature. The reaction mixture was poured into 200 ml of a saturated ammonium chloride solution.

Provenance & Evidence