Hydrogen Bromide → 4-Bromo-3,5-dichloro-benzoic acid methyl ester

HRID 1441042노트

반응식

HRID 1441042 반응식
N[C:2]1[C:11]([Cl:12])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[Cl:13].N([O-])=O.[Na+].[BrH:18]>>[Br:18][C:2]1[C:11]([Cl:12])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[Cl:13]

참가 물질

4

반응물 3

HCID 260Hydrogen Bromide2회HCID 604808Methyl 4-amino-3,5-dichlorobenzoateHCID 23668193Sodium Nitrite

생성물 1

HCID 508496864-Bromo-3,5-dichloro-benzoic acid methyl ester

실험 절차

Methyl 4-amino-3,5-dichlorobenzoate (32 g.) dissolved in 48% hydrobromic acid (100 ml.) was cooled to 0° and sodium nitrite (10.5 g.) was added. The solution was added slowly to a mixture of 48% hydrobromic acid (80 ml.) and cuprous bromide (35 g.) and the mixture heated at reflux for 2 hours. After cooling, the mixture was extracted with ethyl acetate and the organic extracts washed with brine, dried (anhydrous magnesium sulphate) and evaporated to give a dark solid. Crystallisation from ethyl acetate gave methyl 4-bromo-3,5-dichlorobenzoate (20 g.). Nuclear Magnetic Resonance Spectrum (NMR) was as follows: 1H: 4.0,3H,s; 7.9,2H,s.

후처리

  1. temperaturewas cooled to 0°
  2. temperaturethe mixture heated
  3. temperatureat reflux for 2 hours
  4. temperatureAfter cooling
  5. extractionthe mixture was extracted with ethyl acetate
  6. washthe organic extracts washed with brine
  7. dry with materialdried (anhydrous magnesium sulphate)
  8. customevaporated
  9. customto give a dark solid
  10. customCrystallisation from ethyl acetate

출처 및 근거

ORD 기록
ord-4c50af6bdc694b3ca484f8f44726caad
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05502073

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