反应详情

温度

5 °C

8 g (33 mmol) of (5-Hydroxyimino-5H-thiophen-2-ylidene)-(2-methylphenyl)-acetonitrile are dissolved in 90 ml of tetrahydrofuran (THF) and cooled in an ice bath. After adding 6.3 g (36 mmol) of diethylphosphoryl chloride to the solution, 5.0 g (50 mmol) of triethylamine are added dropwise, keeping the temperature below 50° C. The reaction mixture is stirred at 5° C. for 60 min., then poured into 100 ml of water, and extracted with ethyl acetate. The organic phase is washed with 0.1N hydrochloric acid solution, water, and sodium chloride solution. The organic phase is dried over MgSO4, the solvent is distilled off, and the residue is purified by flash chromatography on silica gel with ethyl acetate—hexane (1:1) as eluent. The product is obtained in the form of a yellow solid, melting point 90-91° C. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 1.43 (t, 6H), 2.37 (s, 3H), 4.36-4.47 (m, 4H), 6.13 (d, 1H), 6.86 (d, 1H), 7.19-7.39 (m, 4H).

1. temperaturecooled in an ice bath
2. additionare added dropwise
3. customthe temperature below 50° C
4. extractionextracted with ethyl acetate
5. washThe organic phase is washed with 0.1N hydrochloric acid solution, water, and sodium chloride solution
6. dry with materialThe organic phase is dried over MgSO4
7. distillationthe solvent is distilled off
8. customthe residue is purified by flash chromatography on silica gel with ethyl acetate—hexane (1:1) as eluent
9. customThe product is obtained in the form of a yellow solid, melting point 90-91° C