Ethyl Bromide → HCID 14371697, compound

Participants

Reaction Steps

20 g (52 millimoles) of (E)-1-(4-bromophenyl)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propene and 0.86 g (7.5 mol %) of anhydrous nickel(II) bromide were heated to about 160° C. under nitrogen in a distillation apparatus equipped with a dropping funnel. 104 g (60 millimoles) of triethyl phosphite were then added dropwise in such a way that the rate of dropwise addition corresponded to the rate at which the ethyl bromide distilled off. Stirring was continued for 0.5 hour, after which the mixture was cooled, a little toluene was added and the mixture was evaporated down. The residue was filtered with ethyl acetate over silica gel. 14.2 g (62%) of the title compound of melting point 72.5°-73.5° C. (from heptane) were obtained in this manner. Preparation of 1-(bromophenyl)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propene

Provenance & Evidence