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HCID 57514173, 화합물 → HCID 57514175, 화합물

HRID 73261
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HRID 73261 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:11])[CH2:9][OH:10])[CH:5]=[CH:6][CH:7]=1>CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([C:8]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:11])[CH:9]=[O:10])[CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 57514173HCID 57514173, 화합물

생성물 1

HCID 57514175HCID 57514175, 화합물수율 66.2%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of tert-butyl 2-(3-bromophenyl)-1-hydroxypropan-2-ylcarbamate (CD1; R4=Me) (1.5 g, 4.6 mmol) in EtOAc (150 mL) at reflux was added IBX (3.82 g, 13.6 mmol, 3 eq). Reflux was continued for another 2 h and then the mixture was cooled to RT. The white precipitate was filtered and the filtrate was concentrated. The residue was purified by chromatography on silica gel by eluting with EtOAc/hexanes to give 1.0 g (66%) of tert-butyl 2-(3-bromophenyl)-1-oxopropan-2-ylcarbamate (CD2; R4=Me) as a colorless oil. 1H NMR (CDCl3) δ 9.42 (s, 1H), 7.69 (m, 1H), 7.60 (m, 1H), 7.55-7.40 (m, 2H), 5.85 (bs, 1H), 1.96 (s, 3H), 1.56 (s, 9H).

후처리

  1. additionwas added IBX (3.82 g, 13.6 mmol, 3 eq)
  • temperatureReflux
  • filtrationThe white precipitate was filtered
  • concentrationthe filtrate was concentrated
  • customThe residue was purified by chromatography on silica gel
  • washby eluting with EtOAc/hexanes
  • 출처 및 근거

    ORD 기록
    ord-d225351ebd244a7db19ecb4cb38ce393
    출처 데이터셋
    uspto-grants-2014_09
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08829036B2

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