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

HRID 2201809ノート

反応式

HRID 2201809 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
90 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-2ff9645daf2d40f69893aa5e0f929871
出典データセット
uspto-grants-2016_06
特許番号
US09364466B2

反応ノート

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