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O-Methyltyramine → 4-bromo-N-[2-(3-methoxyphenyl)ethyl]benzamide

HRID 342212
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HRID 342212 반응식
CO[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH2:11])=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.[Br:21][C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=1.[C:31](=O)([O-])[OH:32].[Na+]>C(Cl)Cl>[Br:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]([NH:11][CH2:10][CH2:9][C:6]2[CH:5]=[CH:4][CH:3]=[C:8]([O:32][CH3:31])[CH:7]=2)=[O:27])=[CH:24][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4657O-MethyltyramineHCID 685154-Bromobenzoyl chlorideHCID 81531DiisopropylethylamineHCID 516892Sodium Bicarbonate

생성물 1

HCID 110241034-bromo-N-[2-(3-methoxyphenyl)ethyl]benzamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

29.2 ml of 2-(4-methoxyphenyl)-ethylamine and 34.2 ml of diisopropylethylamine are added dropwise in succession at 0° C. to a solution of 43.9 g of 4-bromobenzoyl chloride in 500 ml of methylene chloride. The reaction mixture is left to warm to room temperature and stirred, subsequently diluted with methylene chloride and treated with saturated sodium hydrogen carbonate solution. The organic phase is washed with saturated sodium hydrogen carbonate solution and then saturated sodium chloride solution, dried and concentrated. There are obtained 66.1 g of 4-bromo-N-[2-(3-methoxy-phenyl)-ethyl]-benzamide, MS: m/e 333 (M+, 1 Br).

후처리

  1. waitThe reaction mixture is left
  2. washThe organic phase is washed with saturated sodium hydrogen carbonate solution
  3. dry with materialsaturated sodium chloride solution, dried
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-968f8083c6c04f11a6de32f11a6d5441
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05856503

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