Ethyl Acetate → HCID 67583574, compound

Participants

Reaction Conditions

Reaction Steps

399 mg of 4-fluoro-2-[2-(3-methoxyphenyl)ethyl]phenol (prepared as described in Preparation 4) were dissolved in 8 ml of N,N-dimethylacetamide, and then 363 mg of potassium t-butoxide and 718 mg of (2S,4R)-2-(2-chloroethyl)-1-ethoxycarbonyl-4-hydroxypyrrolidine were added, whilst ice-cooling, to the resulting solution. The resulting mixture was then stirred at 40° C. for 5 hours. At the end of this time, 50 ml of ethyl acetate were added, and the reaction mixture was washed with water and with a saturated aqueous solution of sodium chloride, in that order. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and then concentrated by evaporation under reduced pressure. The resulting oily substance was purified by silica gel column chromatography, using a 3:7 by volume mixture of hexane and ethyl acetate as the eluent, to give 535 mg (yield 76%) of the title compound as a colorless oily substance.

Provenance & Evidence