Hydrochloric Acid → HCID 59408344, compound

Participants

Reaction Conditions

Reaction Steps

23.7 ml (38.0 mmol) of n-BuLi are added to 7.70 g (16.4 mmol) of 4-(2,2-dibromovinyl)-4′-(4-propylphenyl)bicyclohexyl in 40 ml of THF at −75° C. When the addition is complete, the mixture is stirred at this temperature for 2 h and subsequently warmed to −20° C. Water and dil. hydrochloric acid are added, and the batch is extracted a number of times with MTBE. The combined organic phases are washed with water and sat. sodium chloride solution and dried using sodium sulfate. The solution is concentrated to completion, and the residue is purified by column chromatography (SiO2, n-heptane:1-chlorobutane=95:5). 4-Ethynyl-4′-(4-propylphenyl)bicyclohexyl is obtained as a colourless solid.

Provenance & Evidence