Réaction #792143

ord-9093db35302043bdb647894439ed066a

Équation de réaction

Cc1cc(O)c(C(=O)/C=C/c2ccccn2)cc1C
(E)-1-(2-hydroxy-4,5-dimethylphenyl)-3-(pyridine-2-yl)prop-2-en-1-one
Cc1cc(O)c(C(=O)CCc2ccccn2)cc1C
final compound
Rendement 49.2%
Cc1cc(O)c(C(=O)CCc2ccccn2)cc1C
1-(2-hydroxy-4,5-dimethylphenyl)-3-(pyridine-2-yl)propan-1-one
Rendement 49.2%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Filtrationthe catalyst was filtered off
  2. 2
    AutreThe crude product was purified by chromatography on silica gel (20% EtOAc/hexane)

Mode opératoire

In a 250 ml round-bottom flask, (E)-1-(2-hydroxy-4,5-dimethylphenyl)-3-(pyridine-2-yl)prop-2-en-1-one (1.17 g, 4.62 mmol) and 0.18 g of 10% Pd/C were mixed together in wet EtOAc. Hydrogenation was conducted at atmospheric pressure, then the catalyst was filtered off. The crude product was purified by chromatography on silica gel (20% EtOAc/hexane) to provide 0.58 g (47.7%) of final compound.

Source

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