Reacción #4434

ord-49ae6795d91842138a9966c6c26eeb9a

Ecuación de reacción

COc1ccc(-c2cc(=Nc3c(C)cc(C)cc3C)n(C)cn2)cc1OC
3,4-dihydro-6-(3,4-dimethoxyphenyl)-3-methyl-4-(2,4,6-trimethylphenylimino)pyrimidine
[BH4-].[Na+]
sodium borohydride
COc1ccc(C2=CC(=Nc3c(C)cc(C)cc3C)N(C)CN2)cc1OC
6-(3,4-dimethoxyphenyl)-3-methyl-1,2,3,4-tetrahydro-4-(2,4,6-trimethylphenylimino)pyrimidine
Rendimiento 58.7%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaunder reflux for 1.5 hours
  2. 2
    OtroAfter removal of the organic solvent
  3. 3
    Extracciónextracted with ethyl acetate
  4. 4
    SecadoThe organic layer was dried over magnesium sulfate
  5. 5
    Otroevaporated
  6. 6
    Otrotriturated in ethanol

Procedimiento

To a suspension of 3,4-dihydro-6-(3,4-dimethoxyphenyl)-3-methyl-4-(2,4,6-trimethylphenylimino)pyrimidine (2.0 g) in a mixture of ethanol (10 ml) and water (10 ml) was added sodium borohydride (1.04 g), and the mixture was stirred under reflux for 1.5 hours. After removal of the organic solvent, the mixture was suspended in water, and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, evaporated, and triturated in ethanol, to give 6-(3,4-dimethoxyphenyl)-3-methyl-1,2,3,4-tetrahydro-4-(2,4,6-trimethylphenylimino)pyrimidine (1.18 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04725600uspto-grants-1988_02