N,N,N',N'-Tetramethylethylenediamine → HCID 178448037, compound

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Reaction Steps

0.1 mol of n-BuLi (1.5M in hexane) is added dropwise at about -65° to a solution of 0.1 mol of 1-[trans-4-(trans-4-n-propylcyclohexyl)cyclohexyl]-2-(3,5-difluorophenyl)ethane (prepared according to scheme 3) and 0.1 mol of TMEDA in 300 ml of THF. Stirring at this temperature is continued for another 30 minutes, and 0.2 mol of N-chlorosuccinimide in 70 ml of THF are then slowly added. After the addition is completed, the mixture is allowed to warm to -20° and hydrolyzed with H2O. Diethyl ether is added until the product is completely dissolved. Extractive work-up and purification by chromatography and crystallization gives 1-[trans-4-(trans-4-n-propylcyclohexyl)cyclohexyl]-2-(4-chloro-3,5-difluorophenyl)ethane, C 88 N 129 I.

Provenance & Evidence