反应详情

To a 250 mL round bottom flask charged with ethyl 4-cyanobenzoate (16.85 g, 96.2 mmol) in 95% ethanol (75 mL) was added hydrazine mono-hydrate (18.2 mL, 64% solution, 240 mmol). This mixture was heated to reflux for a period of 4.5 h, then allowed to cool to room temperature over a 16 h period. The solvent was removed under reduced pressure and the yellow residue was taken up in ice-cold water (150 mL). The light yellow solid was filtered off and washed with additional cold water (50 mL). The solid was then dried under high vacuum to yield the title compound as a light yellow solid (13.98 g, 90%). 1H NMR (400 MHz, DMSO-d6, δ in ppm) 10.05 (br s, 1H) 7.95 (AA′XX′, J=8.5 Hz, 4H), 4.61 (br s, 2H).

1. temperatureThis mixture was heated
2. temperatureto reflux for a period of 4.5 h
3. customThe solvent was removed under reduced pressure
4. filtrationThe light yellow solid was filtered off
5. washwashed with additional cold water (50 mL)
6. customThe solid was then dried under high vacuum