Water → (4-((Tert-butyldimethylsilyl)oxy)phenyl)methanol

Participants

Reaction Conditions

Reaction Steps

to a stirred solution of 4-(tert-butydimethylsilyloxy)-benzaldehyde (48.0 g, 203 mmol) in methanol (200 mL) at 0° C. was added sodium borohydride (11.6 g, 305 mmol) and the reaction was stirred at 0° C. for 45 min. Water (200 mL) was added and the methanol was removed under reduced pressure. The mixture was extracted with ether (2×200 mL) and ethyl acetate (2×200 mL). The combined organics were dried (MgSO4), filtered and concentrated under vacuum to give the crude product, which was used without further purification (48 g, quantitative).

Provenance & Evidence