N-bromobutanimide → 4-(4-Amino-3-bromo-phenyl)-1-methyl-piperidine-2,6-dione

HRID 447994노트

반응식

HRID 447994 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=[O:14])[N:11]([CH3:15])[C:10](=[O:16])[CH2:9]2)=[CH:4][CH:3]=1.C1C(=O)N([Br:24])C(=O)C1>C(Cl)Cl>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][C:10](=[O:16])[N:11]([CH3:15])[C:12](=[O:14])[CH2:13]2)=[CH:6][C:7]=1[Br:24]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 597711294-(4-Amino-phenyl)-1-methyl-piperidine-2,6-dione

생성물 1

HCID 597712194-(4-Amino-3-bromo-phenyl)-1-methyl-piperidine-2,6-dione수율 67%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 289 mg (1.32 mmol) of 4-(4-amino-phenyl)-1-methyl-piperidine-2,6-dione (as prepared in the previous step) in CH2Cl2 (15 mL) was treated portionwise with 224 mg (1.29 mmol) of solid NBS for 20 min. The mixture was diluted with CH2Cl2 (30 mL) and washed with saturated aqueous NaHCO3 (2×30 mL). The organic layer was dried (MgSO4) and concentrated in vacuo. Silica gel chromatography of the residue with 25-50% EtOAc-hexane afforded 265 mg (67%) of the title compound as a tan solid: Mass spectrum (ESI, m/z): Calcd. for C12H13N2O2Br, 297.0/299.0 (M+H), found 297.0/299.0.

후처리

  1. washwashed with saturated aqueous NaHCO3 (2×30 mL)
  2. dry with materialThe organic layer was dried (MgSO4)
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-46741b01cef5473caadce3b26c623545
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481564B2

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