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

HRID 2201771ノート

反応式

HRID 2201771 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-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%).

後処理

  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

出典と根拠

ORDレコード
ord-6d591217143646f0b31c819ba6b74714
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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