Reacción #2267075

ord-d67cf6e48b9e43c7bd676093637a3d43

Ecuación de reacción

COc1ccc(CC(C)O)cc1NC(C)=O
compound 13
COc1ccc(CC(C)O)cc1NC(C)=O
1-(3-Acetylamino-4-methoxyphenyl)-2-propyl Alcohol
O=Cc1ccc([N+](=O)[O-])cc1
4-nitrobenzaldehyde
COc1cc2c(cc1NC(C)=O)CC(C)OC2c1ccc([N+](=O)[O-])cc1
product 14
Rendimiento 66.0%
COc1cc2c(cc1NC(C)=O)CC(C)OC2c1ccc([N+](=O)[O-])cc1
6-Acetylamino-3-methyl-1-(4-nitrophenyl)-7-methoxyisochroman
Rendimiento 66.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter refluxing for 5 hours
  2. 2
    Otrothe solvent was removed under reduced pressure
  3. 3
    LavadoThe residue was washed with cold ethanol three times
  4. 4
    Otrodried

Procedimiento

To a solution of compound 13 (0.23 g, 1.03 mmol) in 15 ml of HCl solution in 1,4-dioxane was added 4-nitrobenzaldehyde (0.16 g, 1.06 mmol) in one portion. After refluxing for 5 hours, the solvent was removed under reduced pressure. The residue was washed with cold ethanol three times, and dried to give the product 14 (0.21 g, 66%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06887867B2uspto-grants-2005_05