Sodium Chloride → HCID 86612572, compound

Participants

Reaction Conditions

Reaction Steps

Under nitrogen atmosphere, 1.1 g of ethyl cis-3-(2,2-dicyano-5,5,5-trifluoropentyl)cyclohexanecarboxylate was dissolved in 10 ml of tetrahydrofuran. Thereto 7.0 ml of a solution (0.93 mol/L) of diisobutylaluminum hydride in hexane was added dropwise at −78° C. and the mixture was stirred at −78° C. for 2 hours. The reaction mixture was poured into aqueous saturated sodium chloride and then extracted with t-butyl methyl ether. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.18 g of cis-2-(3-formylcyclohexylmethyl)-2-(3,3,3-trifluoropropyl)malononitrile and 0.32 g of cis-2-(3-hydroxymethylcyclohexylmethyl)-2-(3,3,3-trifluoropropyl)malononitrile.

Provenance & Evidence