反应详情

To a solution of 1-naphthyl methylcarbamate (4.0 g, 0.02 mol) in 20 ml dry tetrahydrofuran was added 1.9 g pyridine (0.024 mol) and 2.5 g thionyl chloride (0.021 mol). The mixture was stirred at room temperature for 6 hours. The reaction mixture was cooled in an ice-water bath and 1.9 g pyridine was added followed by 2.2 g benzenethiol (0.02 mol) added dropwise. Stirring was continued for an additional 1 hour and the mixture was worked up in the usual manner as previously described in Example I. A sample was purified by preparative thin-layer chromatography. Nmr spectrum of the pure product in chloroform-d-TMS showed the following absorptions: δ 8.1-6.9 (m, 12H, aromatic protons), 3.2 (s, 3H, NCH3).

1. temperatureThe reaction mixture was cooled in an ice-water bath
2. additionadded dropwise
3. stirringStirring
4. waitwas continued for an additional 1 hour
5. customA sample was purified by preparative thin-layer chromatography