M-Cresol → tert-Butyl(dimethyl)(3-methylphenoxy)silane

Participants

Reaction Steps

To a solution of m-cresol(1 mL, 9.6 mmol) in CH2Cl2 (10 mL) was added tert-butyldimethylsilyl chloride (1.5 g, 10 mmol), triethyl aimine (3 ml, 20 mmol. The reaction was stirred at room temperature overnight. It was filtered and filtrate was concentrated and purified by column chromatography on ISCO (40 g) with 10% ethyl acetate in hexanes to yield tert-butyldimethyl(m-tolyloxy)silane as a colorless oil (1.31 g, 62%). HPLC retention time (Method C)=3.22 min. LC/MS (ESD (M+H)+=223.

Provenance & Evidence