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

HRID 2201809노트

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HRID 2201809 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-dichloro-benzoic 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 under vacuum and the residue was partitioned between water (200 mL) and ethyl acetate (200 mL). Organic layer was separated and the aqueous layer was again extracted with ethyl acetate (2×100 mL). The combined organic layer was dried over anhydrous sodium sulphate and concentrated to yield 3-amino-4-bromo-2,6-dichloro-benzoic acid (5 g, 73%).

후처리

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

출처 및 근거

ORD 기록
ord-2ff9645daf2d40f69893aa5e0f929871
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09364466B2

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