Реакция #589847

ord-450939abba494bdca7413eaaad08eae8

Уравнение реакции

CCN(CC)CC
Triethylamine
O=C(CO)c1ccccc1
hydroxyacetophenone
N#CCC#N
malononitrile
N#Cc1c(-c2ccccc2)coc1N
product
Выход 49.0%
N#Cc1c(-c2ccccc2)coc1N
2-Amino-4-phenyl-furan-3-carbonitrile
Выход 49.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe mixture was then evaporated onto silica
  2. 2
    Другоеpurified by flash column chromatography (20% acetone/hexane)

Методика

To a solution of hydroxyacetophenone (10 g, 73.2 mmol) in methanol (200 mL) was added malononitrile (4.85 g, 73.4 mmol). Triethylamine (10.23 mL, 73.3 mmol) was then added slowly. The resulting dark solution was stirred overnight at room temperature. The mixture was then evaporated onto silica and purified by flash column chromatography (20% acetone/hexane) to afford the product as a pale yellow solid (6.6 g, 49%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07776867B2uspto-grants-2010_08