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

HRID 249918

반응식

HRID 249918 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 13894022Methyl 2-amino-5-bromo-3-methoxybenzoate수율 73.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d353f3eec5444e8a9d7627517f89b31a
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863271B2

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