Reacción #302857

ord-0fda36c95d0a4a968ebfdb678629eeee

Ecuación de reacción

COc1ccc(O)c(C(C)=O)c1
5′-methoxy-2′-hydroxyacetophenone
O=C(Cl)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoyl chloride
Cl
hydrochloric acid
COc1ccc(OC(=O)c2ccc([N+](=O)[O-])cc2)c(C(C)=O)c1
compound 21
COc1ccc(OC(=O)c2ccc([N+](=O)[O-])cc2)c(C(C)=O)c1
4-nitrobenzoic acid 2-acetyl-4-methoxyphenyl ester

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe obtained mixture was reacted at room temperature for 30 minutes
  2. 2
    Temperaturaunder cooling on ice
  3. 3
    FiltraciónThe obtained precipitate was collected by filtration
  4. 4
    Lavadothe filtrate was then washed with purified water

Procedimiento

5′-methoxy-2′-hydroxyacetophenone (1.5 g, 9.03 mmol) was added to a pyridine solution (20 ml) that contained 4-nitrobenzoyl chloride (1.72 g, 9.26 mmol) in an ice bath. The obtained mixture was reacted at room temperature for 30 minutes, and the reaction solution was then poured into 1 N hydrochloric acid under cooling on ice. The obtained mixture was intensively stirred. The obtained precipitate was collected by filtration, and the filtrate was then washed with purified water, so as to obtain a product of interest, 4-nitrobenzoic acid 2-acetyl-4-methoxyphenyl ester (compound 21). Yield: 2.49 g (yield constant: 87.4%)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08192717B2uspto-grants-2012_06