Imidazole → Tert-butyl-(3,5-difluoro-phenoxy)-diphenyl-silane

Participants

Reaction Steps

To a well stirred ice cooled solution of 3,5-difluorophenol (30.0 g) in CH2Cl2 (500 ml) under N2 were added tert-butyldiphenylchlorosilane (63.4 g) and imidazole (17.3 g). The reaction mixture was stirred 15 min before removing the cooling bath. After 3.5 h the reaction was stopped by washing 1 N HCl sol. (2×300 ml and 1×200 ml), sat. aq. Na2CO3 sol. (200 ml) and brine (200 ml). The aqueous layers were extracted with more CH2Cl2 (200 ml). After drying (MgSO4) the solvent was evaporated to obtain 84.8 g (100%) of tert-butyl-(3,5-difluoro-phenoxy)-diphenyl-silane. Colorless oil. MS 368.1 (M+).

Provenance & Evidence