Water → Methyl 2-amino-5-bromo-3-methoxybenzoate

HRID 576327

반응식

HRID 576327 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].[Br:14]N1C(=O)CCC1=O.O>CN(C=O)C>[NH2:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([Br:14])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

참가 물질

5

반응물 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 602320Methyl 2-amino-3-methoxybenzoate

생성물 1

HCID 13894022Methyl 2-amino-5-bromo-3-methoxybenzoate수율 86%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

To a solution of compound 53 (22.4 g, 123 mmol) in DMF (250 mL) was added N-bromosuccinimide (21.9 g, 123 mmol) portionwise at 0° C. The mixture was stirred at 0° C. for 0.5 h. To the mixture was added water and extracted with EtOAc (500 mL×2). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the desired compound 54 (27.5 g, 86%) as a white solid.

후처리

  1. extractionextracted with EtOAc (500 mL×2)
  2. dry with materialThe combined organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-dd0c574c13a842c8a23be71b3f6275b0
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09034921B2

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