Reacción #448580

Ecuación de reacción

3-Methylcyclohexanone

1-methyl-3,5-dinitro-2-pyridone

ammonia

→

solid

Rendimiento 63.0%

5,6,7,8-Tetrahydro-7-methyl-3-nitro-quinoline

Rendimiento 63.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   Temperaturaat reflux overnight
3. 3
   OtroThe solvent was evaporated off
4. 4
   Otroflash chromatographed over silica gel (43 g)
5. 5
   Lavadoeluting with EtOAc/hexane (1:10)

Procedimiento

3-Methylcyclohexanone (0.56 g, 4.99 mmol) was mixed with 1-methyl-3,5-dinitro-2-pyridone (1.00 g, 5.02 mmol) in 1M methanolic ammonia (50 mL, 50 mmol) and heated at reflux overnight. The solvent was evaporated off and the residue was suspended in CHCl3 and flash chromatographed over silica gel (43 g) eluting with EtOAc/hexane (1:10) to afford a white solid (515 mg, 63% yield): mp 55°-56° C.

Fuente