Reaktion #792145

ord-f370b04507bd477a8239c8b264bf7080

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09173424B2uspto-grants-2015_11