反应详情

温度

20 °C

1,1-Dicyano-2-hydroxy-2-(4-phenoxyphenyl)ethene (56.5 g) in acetonitrile (780 mL) and methanol (85 mL) is stirred under nitrogen at 0° C. while adding diisopropylethylamine (52.5 mL) followed by 2M trimethylsilyldiazomethane (150 mL) in THF. The reaction is stirred for 2 days at 20° C., and then 2 g of silica is added (for chromatography). The brown-red solution is evaporated in vacuo, the residue dissolved in ethyl acetate and washed well with water then brine, dried and evaporated. The residue is extracted with diethyl ether (3×250 mL), decanting from insoluble oil. Evaporation of the ether extracts gives 22.5 g of 1,1-dicyano-2-methoxy-2-(4-phenoxyphenyl)ethene as a pale orange solid. The insoluble oil is purified by flash chromatography to give 15.0 g of a red-orange oil.

1. addition2 g of silica is added (for chromatography)
2. customThe brown-red solution is evaporated in vacuo
3. dissolutionthe residue dissolved in ethyl acetate
4. washwashed well with water
5. dry with materialbrine, dried
6. customevaporated
7. extractionThe residue is extracted with diethyl ether (3×250 mL)
8. customdecanting from insoluble oil
9. customEvaporation of the ether