Carbon Disulfide → HCID 86642171, compound

Participants

Reaction Conditions

Reaction Steps

(3-Mercaptopropyl)trimethoxysilane (1.97 g, 0.01 mol) was added within 10 minutes to a stirred suspension of sodium hydride (60% w/w, 0.42 g, 0.0175 mol) in dry diethyl ether (20 mL) whilst maintaining the reaction temperature between 5-10° C. The reaction mixture was then cooled to ˜0° C. when carbon disulfide (1.34 g, 0.012 mol) was added and the resulting mixture was kept at this temperature for one hour. Then α-Chloroacetonitrile (1.30 g, 0.017 mol) was added and the mixture was stirred at ambient temperature for a one hour. The reaction mixture was the filtered and the filtrate concentrated on rotary evaporator. Purification by chromatography on a short silica gel column (ethyl acetate: n-hexane 1:4) gave the title compound as a yellow liquid (2.25 g, 72%). 1H-nmr (CDCl3) δ 0.75 (m, 2H), 1.86 (m, 2H), 3.46 (t, 2H), 3.58 (s, 9H), 4.15 (s, 2H).

Provenance & Evidence