Hydrochloric Acid → HCID 17862110, compound

Participants

Reaction Steps

To a suspension (80 ml) of zinc chloride (6.59 g, 48.3 mol) in ether was added sodium borohydride (3.66 g, 96.6 mol) at room temperature and the mixture was stirred as it as for 2 hrs. A solution of ethyl 2-[4-(tert-butyl)benzyl]-3-(4-fluorophenyl)-3-oxopropionate (8.61 g, 24.15 mmol) in ether (40 ml) was added, and the mixture was stirred at room temperature for 15 min. The reaction was stopped with 1N hydrochloric acid, and the reaction solution was diluted with ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:1, 5:1) to give ethyl (2RS,3RS)-2-[4-(tert-butyl)benzyl]-3-(4-fluorophenyl)-3-hydroxypropionate (8.00 g, 92%) as a colorless transparent oil.

Provenance & Evidence