Реакция #78866

Уравнение реакции

triethylamine

4-bromophenol

cinnamoyl chloride

→

3-phenylacrylic acid 4-bromophenyl ester

Выход 99.8%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   Промывкаwas washed with water (250 ml), 1 M aqueous HCl
2. 2
   Сушкаdried over anhydrous sodium sulphate
3. 3
   ДругоеEvaporation in vacuum

Методика

An ice-cooled solution of 4-bromophenol (69.2 g) and cinnamoyl chloride (66.8 g) in dichloromethane (150 ml) was treated with triethylamine (40.6 g). After stirring for 18 hrs at room temperature the mixture was washed with water (250 ml), 1 M aqueous HCl, and dried over anhydrous sodium sulphate. Evaporation in vacuum left solid 3-phenylacrylic acid 4-bromophenyl ester (121.0 g, 99.8% yield), m.p. 113.3° C., tlc: (1) 0.83. NMR (CDCl3): 116.85, 118.87, 123.49, 128.38, 129.06, 130.90, 132.49, 134.02, 147.07, 149.84, 165.06.

Источник