N-bromobutanimide → Methyl 2-amino-5-bromo-3-methoxybenzoate

HRID 249918

反応式

HRID 249918 の反応式
[NH2:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C1C(=O)N([Br:21])C(=O)C1>CN(C=O)C>[NH2:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([Br:21])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 602320Methyl 2-amino-3-methoxybenzoate

生成物 1

HCID 13894022Methyl 2-amino-5-bromo-3-methoxybenzoate収率 73.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of methyl 2-amino-3-methoxybenzoate (13.0 g, 71.8 mmol) in DMF (30 mL) was added NBS (14.38 g, 80.8 mmol) at room temperature and the resulting reaction mixture was stirred for 17 h. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by column chromatography (silica gel, 2% to 5% EtOAc in hexanes) to afford methyl 2-amino-5-bromo-3-methoxybenzoate (13.7 g, 73%). 1H NMR consistent.

後処理

  1. customthe resulting reaction mixture
  2. filtrationThe reaction mixture was filtered through Celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe resulting residue was purified by column chromatography (silica gel, 2% to 5% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-d353f3eec5444e8a9d7627517f89b31a
出典データセット
uspto-grants-2011_01
特許番号
US07863271B2

関連ノート

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