Imidazole → tert-Butyl-dimethyl-(3-nitro-benzyloxy)-silane

Participants

Reaction Steps

A solution of compound 2 (4.7 g, 0.03 mol) and imidazole (2.71 g, 0.04 mol) in dry CH2Cl2 (30 mL) under N2 atmosphere at 0° C. was added a solution of TBDMS-Cl (5.08 g, 0.033 mol) in CH2Cl2 (15 mL) and allowed to stir at room temperature for 2 h. The precipitated solid was isolated by filtration and washed with CH2Cl2 (5×20 mL). The filtrate and combined CH2Cl2 fractions were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude mass was purified by column chromatography (silica gel, eluant=3:7 mixture of ethyl acetate and hexane) to afford compound 3 (7.2 g, 90%) as a liquid.

Provenance & Evidence