Hydrogen Bromide → Methyl 2-bromo-3-(2,3-dichlorophenyl)propionate

HRID 65731

反応式

HRID 65731 の反応式
[Cl:1][C:2]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:3]=1N.N([O-])=O.[Na+].[C:14]([O:18][CH3:19])(=[O:17])[CH:15]=[CH2:16].[BrH:20]>CC(C)=O.O>[Br:20][CH:15]([CH2:16][C:3]1[CH:5]=[CH:6][CH:7]=[C:8]([Cl:9])[C:2]=1[Cl:1])[C:14]([O:18][CH3:19])=[O:17]

参加物

7

反応物 4

HCID 260Hydrogen BromideHCID 7294Methyl AcrylateHCID 118442,3-DichloroanilineHCID 23668193Sodium Nitrite

生成物 1

HCID 12595091Methyl 2-bromo-3-(2,3-dichlorophenyl)propionate

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒2 回

反応条件

温度
25 °C

実験手順

8.1 g of 2,3-Dichloroaniline (0.05 mole) in acetone (100 ml.) and concentrated hydrobromic acid (16 ml.) was stirred at -5° C. and treated with a solution of 4.2 g. of sodium nitrite (0.06 mole) in water (10 ml.). Methyl acrylate (0.5 mole) (43 g.) and cuprous bromide (100 mg.) were then added at 0° C. The reaction temperature was kept below 15° C. until nitrogen evolution ceased and then stirred at 25° C. for thirty minutes. The reaction mixture was poured into water and extracted with benzene which was dried over sodium sulfate and evaporated to give methyl 2-bromo-3-(2,3-dichlorophenyl)propionate. The propionate, 156 g. (0.5 mole) was dissolved in glacial acetic acid (1 l.) and stirred. Zinc dust 65 g. (1 mole) was added in portions and the mixture was stirred for one hour, filtered and evaporated to give methyl 3-(2,3-dichlorophenyl)propionate.

後処理

  1. additiontreated with a solution of 4.2 g
  2. customwas kept below 15° C. until nitrogen evolution
  3. extractionextracted with benzene which
  4. dry with materialwas dried over sodium sulfate
  5. customevaporated

出典と根拠

ORDレコード
ord-2ed4f465901743d780ce0b40ffb3ba22
出典データセット
uspto-grants-1978_12
特許番号
US04128666

関連ノート

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