Ethyl Propionate → HCID 15133037, compound

Participants

Reaction Conditions

Reaction Steps

Butyl lithium (8.6 mL of 2.1M solution, 18 mmol) was added to a solution of N-isopropylcyclohexylamine (2.8 g, 20 mmol) in 20 mL tetrahydrofuran at -5° C. After stirring for 30 minutes and further cooling to -40° C., ethyl propionate (2.0 g, 20 mmol) was added and the solution stirred for 0.5 hr. After further cooling to -60° C., 4,4'-difluorobenzophenone (2.2 g, 10 mmol) was added and the solution stirred for 2 hours at -60 to -40° C. and for another 2 hours at -15° C. The reaction was quenched with 2N hydrochloric acid and the mixture extracted with diethyl ether. The extracts were dried with magnesium sulfate and concentrated in vacuo. The residue was crystallized from petroleum ether to give 1.95 g of the title compound as a white solid; m.p. =38°-40° C.

Provenance & Evidence