N,N,N',N'-Tetramethylethylenediamine → HCID 178447957, compound

Participants

Reaction Steps

A solution of 0.1 m of 1-(trans-4-n-propylcyclohexyl)-2-(3,3′,5′-trifluorobiphenylyl)ethane and 0.1 m of TMEDA in 300 ml of THF is treated dropwise at about −65° with 0.1 m of n-BuLi (1.5 M in hexane). The mixture is stirred at this temperature for a further 30 minutes, and 0.2 m of N-chlorosuccinimide in 70 ml of THF is then slowly added. When the addition is complete, the mixture is allowed to warm to −20° and is hydrolyzed using H2O. The product is dissolved completely by adding diethyl ether. Extractive work-up and purification by chromatography and crystallization give 1-(trans-4-n-propylcyclohexyl)-2-(4′-chloro-3,3′,5′-trifluorobiphenylyl)ethane.

Provenance & Evidence