Reacción #448585

Ecuación de reacción

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

tetrahydro-4H-pyran-4-one

ammonia

→

5,6,7,8-tetrahydro-3-nitro-6-oxa-quinoline

Rendimiento 52.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed for 4 h
2. 2
   OtroThe solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   Otroto give a yellow solid (O

Procedimiento

A mixture of 1-methyl-3,5-dinitro-2-pyridone (0.8 g, 4 mmol), tetrahydro-4H-pyran-4-one (0.4 g, 4 mmol) and ammonia solution in methanol (2.0M, 40 mL) was refluxed for 4 h. The solvent was removed in vacuo and the residue was dissolved in ethyl acetate. The soluble portion was flash chromatocraphed over silica gel (eluent: 90:10 v/v ethyl acetate-hexane) to give a yellow solid (O.376 g, 52% yield).

Fuente