Methanol → 4-Iodo-1-(methyldimethoxysilyl)benzene

Participants

Reaction Steps

Compound 4-iodo-1-(methyldiisopropyloxysilyl)benzene (11.27 g, 35.5 mmol) was dissolved in dry methanol (12.87 g, 400 mmol). 1% molar of p-toluene sulfonic acid (53 mg, 0.3 mmol) was added all at once. The yellow suspension was stirred for 4 hours. The organic solvent was pumped off and the corresponding crude orange oil was distilled under vacuum (B.p. 59-69° C., 3.10−1 mbar) to afford 4-iodo-1-(methyldimethoxysilyl)benzene as a colourless oil (9 g, 30 mmol) in 82% yield. 1H NMR (CDCl3, δ, ppm) 7.78 (2H, d); 7.37 (2H, d); 3.58 (6H, s); 0.37 (3H, s).

Provenance & Evidence