反应详情

A black solution of 3,4-dimethylphenyl hydrazine hydrochloride (Apollo, 1.73 g, 10.0 mmol) and 4,4-dimethyl-3-oxopentanenitrile (1.38 g, 11.0 mmol) in EtOH (20 mL) was stirred at reflux for 5 h. The cooled solution was concentrated in vacuo, redissolved in diethyl ether (20 mL) and washed with aqueous NaOH solution (1M, 20 mL). The aqueous was extracted with diethyl ether (2×20 mL), then the combined organics washed with brine (20 mL), dried (Na2SO4), filtered and concentrated in vacuo to leave the title compound (2.18 g, 90%). LCMS (Method 3): Rt 2.75 min, m/z 244 [MH+].

1. temperatureat reflux for 5 h
2. concentrationThe cooled solution was concentrated in vacuo
3. dissolutionredissolved in diethyl ether (20 mL)
4. washwashed with aqueous NaOH solution (1M, 20 mL)
5. extractionThe aqueous was extracted with diethyl ether (2×20 mL)
6. washthe combined organics washed with brine (20 mL)
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. concentrationconcentrated in vacuo