Hydrochloric Acid → HCID 86588413, compound

Participants

Reaction Steps

A 1M solution of DIBAL-H in toluene (7.3 mL, 7.3 mmol) was, under a atmosphere of nitrogen, added dropwise at −70° C. over 20 min. to a stirred solution of (E)(E) 3-(4′-{3-[(tert-butyldimethylsilanyl)-methoxy]-1-methylpropenyl}-biphenyl-4-yl)-but-2-enoic acid ethyl ester (1.13 g, 2.43 mmol) in dry THF (25 mL). The mixture was stirred for 30 min. followed by 2 h at room temperature. Ethanol (1 mL) was carefully added, followed by 1N HCl (50 mL) and the resulting mixture extracted with ethyl acetate (2×50 mL). The combined organic extracts were washed with brine, dried (MgSO4), and evaporated to give 1.02 g (99%) of (E)(E) 3-(4′-{3-[(tert-butyldimethylsilanyl)-methoxy]-1-methylpropenyl}-biphenyl-4-yl)-but-2-en-1-ol.

Provenance & Evidence