反応 #78866

ord-8d6a8a1244c4468eba95abf34ef735b3

反応方程式

CCN(CC)CC
triethylamine
Oc1ccc(Br)cc1
4-bromophenol
O=C(Cl)C=Cc1ccccc1
cinnamoyl chloride
O=C(C=Cc1ccccc1)Oc1ccc(Br)cc1
3-phenylacrylic acid 4-bromophenyl ester
収率 99.8%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄was washed with water (250 ml), 1 M aqueous HCl
  2. 2
    乾燥dried over anhydrous sodium sulphate
  3. 3
    その他Evaporation in vacuum

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06713464B1uspto-grants-2004_03