Reacción #792145

ord-f370b04507bd477a8239c8b264bf7080

Ecuación de reacción

CC(C)COc1ccc(C(=O)/C=C/c2ccccn2)c(O)c1
(E)-1-(2-hydroxy-4-isobutoxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one
CC(C)COc1ccc(C(=O)CCc2ccccn2)c(O)c1
final compound
Rendimiento 84.7%
CC(C)COc1ccc(C(=O)CCc2ccccn2)c(O)c1
1-(2-hydroxy-4-isobutoxyphenyl)-3-(pyridine-2-yl)propan-1-one
Rendimiento 84.7%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowas conducted at atmospheric pressure room temperature until the starting material
  2. 2
    FiltraciónThe catalyst was filtered
  3. 3
    Otrothe crude was purified by chromatography on silica gel (25% EtOAc/hexane)

Procedimiento

In a 200 mL round-bottomed flask, (E)-1-(2-hydroxy-4-isobutoxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one (1.08 g, 3.63 mmol) and 80 mg of 10% Pd/C was mixed together in wet EtOAc (50 ml). Hydrogenation was conducted at atmospheric pressure room temperature until the starting material was gone. The catalyst was filtered and the crude was purified by chromatography on silica gel (25% EtOAc/hexane) to provide 0.92 g of final compound (82%) as off white solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09173424B2uspto-grants-2015_11