Reacción #448581

Ecuación de reacción

2-Methylcyclohexanone

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

ammonia

→

solid

Rendimiento 75.0%

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

Rendimiento 75.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   Temperaturaat reflux for 3 h
3. 3
   OtroThe solvent was evaporated off
4. 4
   Otroflash chromatographed over silica gel (19 g)
5. 5
   Lavadoeluting with EtOAc/hexane (1:10)

Procedimiento

2-Methylcyclohexanone (170 mg, 1.52 mmol) was mixed with 1-methyl-3,5-dinitro-2-pyridone (296 mg, 1.49 mmol) in 1M methanolic ammonia (30 mL, 30 mmol) and heated at reflux for 3 h. The solvent was evaporated off and the residue was suspended in CHCl3 and flash chromatographed over silica gel (19 g) eluting with EtOAc/hexane (1:10) to afford a white solid (213 mg, 75% yield): mp 61°-63° C.

Fuente