反应详情

温度

80 °C

A solution of 1.4 g (7.5 mmol) of methyl thiophen-2,5-dicarboxylate in CH2Cl2 (5 ml) is treated with 1.5 ml (18 mmol) thionylchloride and one drop of DMF and subsequently heated at 80° C. for 1 hour. The solvent and excess of thionylchloride are evaporated under reduced pressure, and the residue is dissolved in CH2Cl2 (10 ml) and treated slowly with (S)-1-(p-tolyl)ethylamine (1.0 g, 7.4 mmol) in CH2Cl2 (10 ml) and triethylamin (2 ml, 14.2 mmol). Stirring at rt is continued for 1 additional hour. The product is isolated after acidic work-up and recrystallisation as yellow solid (mp=165° C.) in 71% yield (1.6 g).

1. customThe solvent and excess of thionylchloride are evaporated under reduced pressure
2. dissolutionthe residue is dissolved in CH2Cl2 (10 ml)
3. customThe product is isolated
4. customafter acidic work-up and recrystallisation as yellow solid (mp=165° C.) in 71% yield (1.6 g)