Réaction #792145

ord-f370b04507bd477a8239c8b264bf7080

Équation de réaction

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
Rendement 84.7%
CC(C)COc1ccc(C(=O)CCc2ccccn2)c(O)c1
1-(2-hydroxy-4-isobutoxyphenyl)-3-(pyridine-2-yl)propan-1-one
Rendement 84.7%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09173424B2uspto-grants-2015_11