Reacción #50545

Ecuación de reacción

1,3-Cyclohexanedione

dimethylformamide dimethylacetal

→

2-dimethylaminomethylene-1,3-cyclohexanedione

Rendimiento 72.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was heated
2. 2
   Temperaturaat reflux for 1 h
3. 3
   Otrothe solvent was evaporated
4. 4
   Otroto provide an orange solid, which
5. 5
   Otrowas recrystalized from ethyl acetate

Procedimiento

1,3-Cyclohexanedione (11.2 g, 100 mmol) was suspended in dimethylformamide dimethylacetal (28 mL) and the mixture was heated at reflux for 1 h. The mixture was cooled to room temperature and the solvent was evaporated to provide an orange solid, which was recrystalized from ethyl acetate to provide 12 g (72%) of 2-dimethylaminomethylene-1,3-cyclohexanedione as light orange needles, mp 116°-118° C.; 1H NMR (CDCl3) δ8.05 (s, 1H), 3.40 (s, 3H), 3.19 (s, 3H), 2.26 (t, 4H), 1.95 (m, 1H).

Fuente