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N-bromobutanimide → HCID 9934776, 화합물

HRID 1057371
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HRID 1057371 반응식
[C:1]([O:5][C:6]([CH:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[CH:16][C:17]([O:19][CH3:20])=[CH:18][C:11]=2[N:10]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=2)[C:9]1=[O:29])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C(=O)N([Br:37])C(=O)C1>C(O)(=O)C.C(Cl)(Cl)Cl.C(Cl)Cl>[Br:37][C:16]1[C:17]([O:19][CH3:20])=[CH:18][C:11]2[N:10]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=3)[C:9](=[O:29])[CH:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:14][CH2:13][C:12]=2[CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 67184N-bromobutanimideHCID 10272253HCID 10272253, 화합물

생성물 1

HCID 9934776HCID 9934776, 화합물

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

A suspension of 3-tert-butoxycarbonyl-1-(3-fluorobenzyl)-8-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepine-2-one (1.00 g, 2.503 mmol) and NBS (0.49 g, 2.754 mmol) in acetic acid (0.8 mL) and chloroform (8 mL) was heated at reflux for 4 hrs. The reaction mixture was allowed to cool to room temperature, diluted with DCM (30 mL), washed with saturated aqueous sodium bicarbonate solution, dried over Na2SO4. Filtration and evaporation of the organic layer gave a solid residue, which was purified by flash chromatography on silica column eluted with ethyl acetate/n-hexane (25% of ethyl acetate in n-hexane). The title compound was obtained as a white powder (0.400 g, 33%).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 4 hrs
  3. washwashed with saturated aqueous sodium bicarbonate solution
  4. dry with materialdried over Na2SO4
  5. filtrationFiltration and evaporation of the organic layer
  6. customgave a solid residue, which
  7. customwas purified by flash chromatography on silica column
  8. washeluted with ethyl acetate/n-hexane (25% of ethyl acetate in n-hexane)

출처 및 근거

ORD 기록
ord-75244df0db394dee8cafe2beb67b0b29
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06514965B1

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