تفاعل #78866

معادلة التفاعل

triethylamine

4-bromophenol

cinnamoyl chloride

→

3-phenylacrylic acid 4-bromophenyl ester

المردود 99.8%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   غسيلwas washed with water (250 ml), 1 M aqueous HCl
2. 2
   تجفيفdried over anhydrous sodium sulphate
3. 3
   أخرىEvaporation in vacuum

الإجراء التجريبي

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.

المصدر