反应详情

温度

0 °C

A solution of ethyl 3-(4-cyano-3-methoxyphenyl)oxirane-2-carboxylate (400 mg, 1.6 mmol) in 5 mL of dry ethanol was cooled to 0° C. Freshly prepared EtONa (2.1 mmol) in 4 mL of ethanol was added and stirred at 0° C. for 10 min. Then dropwise addition of 0.1 g of water, stirred at 0° C. for 2 hours, and the sodium salt of the epoxy compound was filtered. The sodium salt of the epoxy compound was then dissolved in 10 mL of water and added 10 mL of 1 N of HCl and 20 mL of toluene. The mixture was heated to reflux for 2 hours. The organic phase was separated, washed by saturated sodium chloride, dried over Na2SO4 and distilled off solvent to afford crude 2-methoxy-4-(2-oxoethyl)benzonitrile. MS m/z: 176 (M+1)+.

1. stirringstirred at 0° C. for 2 hours
2. filtrationthe sodium salt of the epoxy compound was filtered
3. dissolutionThe sodium salt of the epoxy compound was then dissolved in 10 mL of water
4. additionadded 10 mL of 1 N of HCl and 20 mL of toluene
5. temperatureThe mixture was heated
6. temperatureto reflux for 2 hours
7. customThe organic phase was separated
8. washwashed by saturated sodium chloride
9. dry with materialdried over Na2SO4
10. distillationdistilled off solvent