Sodium Carbonate → Methyl 3-amino-4-bromobenzoate

HRID 746773

반응식

HRID 746773 반응식
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([Br:10])=[C:6]([N+:11]([O-])=O)[CH:5]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.O>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([Br:10])=[C:6]([NH2:11])[CH:5]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 24489Sodium DithioniteHCID 2736829Methyl 4-bromo-3-nitrobenzoate

생성물 1

HCID 3928639Methyl 3-amino-4-bromobenzoate수율 51%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매2회

실험 절차

Dissolve 4-bromo-3-nitro-benzoic acid methyl ester (4.25 g, 16.3 mmol) in ethanol (100 ml) and water (30 ml). Add sodium dithionite (15 g, 75 mmol) in a single portion and heat the mixture under reflux for 4 h. Evaporate ethanol and add water. Basify the aqueous layer with 10% sodium carbonate solution. Extract the product with EtOAc (×2). Dry the combined organic layers over anhydrous sodium sulfate, filter and concentrate to yield 3-amino-4-bromo-benzoic acid methyl ester (51%).

후처리

  1. temperatureunder reflux for 4 h
  2. extractionExtract the product with EtOAc (×2)
  3. dry with materialDry the combined organic layers over anhydrous sodium sulfate
  4. filtrationfilter
  5. concentrationconcentrate

출처 및 근거

ORD 기록
ord-b9d219e6a7d04344a1361ae76bb5d92d
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07393868B2

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