N-bromobutanimide → 3-Amino-4-bromo-2,6-dichlorobenzoic acid

HRID 875378노트

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HRID 875378 반응식
[NH2:1][C:2]1[C:3]([Cl:12])=[C:4]([C:8]([Cl:11])=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[Br:13]N1C(=O)CCC1=O>C(#N)C>[NH2:1][C:2]1[C:3]([Cl:12])=[C:4]([C:8]([Cl:11])=[CH:9][C:10]=1[Br:13])[C:5]([OH:7])=[O:6]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 5213073-Amino-2,6-dichlorobenzoic acid

생성물 1

HCID 717433613-Amino-4-bromo-2,6-dichlorobenzoic acid수율 73.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
90 °C

실험 절차

A mixture of 3-amino-2,6-dichlorobenzoic acid (5 g, 24 mmol, Step b) in acetonitrile (50 mL) was treated with N-bromosuccinimide (5.1 g, 29 mmol) and the reaction mixture was stirred at 90° C. for 45 minutes. Acetonitrile was removed in vaccuo and the residue was partitioned between water (200 mL) and ethyl acetate (200 mL). The organic layer was separated and the aqueous layer was again extracted with ethyl acetate (2×100 mL). The combined organics were dried over anhydrous sodium sulfate and concentrated to afford 3-amino-4-bromo-2,6-dichloro-benzoic acid (5 g, 73%).

후처리

  1. customAcetonitrile was removed in vaccuo
  2. customthe residue was partitioned between water (200 mL) and ethyl acetate (200 mL)
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was again extracted with ethyl acetate (2×100 mL)
  5. dry with materialThe combined organics were dried over anhydrous sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8117e28d0de44f39b7a97d7a320440b7
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980911B2

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