Hydrochloric Acid → HCID 178455743, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 162.1 g of trans-1-(2,2-dibromovinyl)-4-butylcyclohexane in 1.3 l of absolute tetrahydrofuran was cooled to -75° C. under nitrogen gasification and treated dropwise within 1 hour with 690 ml of a 1.6M solution of butyl lithium in hexane. The mixture was subsequently stirred at -70° C. for a further 2 hours, then poured into 1.5 l of water, neutralized with concentrated hydrochloric acid and extracted twice with 1 l of hexane each time. The combined organic phases were washed with 500 ml of water, dried over sodium sulphate and concentrated to dryness on a rotary evaporator. Distillation of the resulting light yellow crude product in a high vacuum gave in the main run 75.9 g (92.4%) of trans-1-ethynyl-4-butylcyclohexane as a colourless liquid; b.p. 41°-43° C./0.4 Torr.

Provenance & Evidence