Реакция #792145

ord-f370b04507bd477a8239c8b264bf7080

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09173424B2uspto-grants-2015_11