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

HRID 65731

반응식

HRID 65731 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매2회

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2ed4f465901743d780ce0b40ffb3ba22
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04128666

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