Dichloromethane → HCID 178444302, compound

Participants

Reaction Steps

312.3 g (1.5 mol) of phosphorus pentachloride are added carefully to a solution of 172.4 g (1.0 mol) of methyl 4-(4-pentylcyclohexyl)phenyl ketone in 1.4 l of dichloromethane. The mixture is refluxed for 3 days and then poured onto ice; the organic phase is separated off, and the aqueous phase is extracted once with dichloromethane. The combined organic phases are evaporated on a rotary evaporator, and the residue, together with 263.2 g (2.34 mol) of potassium t-butoxide, is dissolved in 1.4 l of t-butanol. The mixture is refluxed for 15 hours and then evaporated on a rotary evaporator. The residue obtained is chromatographed on a silica gel column using petroleum ether as eluent. The eluate is evaporated on a rotary evaporator, and the product is recrystallized from petroleum ether (crystallization at -70° C.) and from 2-propanol. C 66N 70 I, η (20° C.) 13 mm2 /sec, Δn 0.208, Δε +6.7.

Provenance & Evidence