Реакция #1121718

ord-ebb2d69525ac483c93f0a1552252adff

Уравнение реакции

CC(=O)c1ccccc1
acetophenone
CC(C)(C)c1ccc(C(=O)Cl)cc1
4-tert-butylbenzoyl chloride
C=C(OC(=O)c1ccc(C(C)(C)C)cc1)c1ccccc1
1-phenylvinyl 4-tert-butylbenzoate
Выход 57.0%

Реагенты

Нет

Растворители

Условия реакции

Температура
100°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.WAITThe mixture was then left
  2. 2
    Температураto cool
  3. 3
    Экстракцияextracted with dichloromethane
  4. 4
    СушкаThe organic phase was dried over magnesium sulfate
  5. 5
    Другоеthe solvent was removed under reduced pressure
  6. 6
    ДругоеA 2.12 g sample was purified by flash chromatography (hexane:dichloromethane 3:1)

Методика

A mixture of 4.16 g (21.62 mmol) of acetophenone trimethylsilylenol, 4.33 g (22.01 mmol) of 4-tert-butylbenzoyl chloride and 136 mg of mercuric chloride was heated at 100° C. for 2 h. The mixture was then left to cool, water was added over the reaction crude and extracted with dichloromethane. The organic phase was dried over magnesium sulfate and the solvent was removed under reduced pressure. A 2.12 g sample was purified by flash chromatography (hexane:dichloromethane 3:1) giving 1.17 g of 1-phenylvinyl 4-tert-butylbenzoate. Yield 57%.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08545816B2uspto-grants-2013_10