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Cornforth reagent → 1-(1H-indazol-6-yl)ethan-1-one

HRID 1615258
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HRID 1615258 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH:10]([OH:12])[CH3:11])[CH:8]=2)[CH:3]=[N:2]1.C1C=C[NH+]=CC=1.C1C=C[NH+]=CC=1.[O-][Cr](O[Cr]([O-])(=O)=O)(=O)=O>CC(C)=O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10](=[O:12])[CH3:11])[CH:8]=2)[CH:3]=[N:2]1
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참가 물질

4

반응물 2

HCID 2724130Cornforth reagentHCID 687611451-(1H-Indazol-6-yl)ethanol

생성물 1

HCID 441192231-(1H-indazol-6-yl)ethan-1-one수율 72.8%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 1-(1H-indazol-6-yl)ethanol (100 mg, 0.6 mmol) in acetone (50 mL) was added PDC (1.11 g, 3 mmol). The mixture was stirred overnight at rt. The mixture was filtered through silica gel and purified by silica gel chromatography (4:1 EtOAc/Hex) to give the title compound as a brown solid (70 mg, 72%). 1H NMR (400 MHz, CDCl3) δ 8.45 (s, 1H), 8.23 (s, 1H), 8.09-8.08 (m, 1H), 7.56-7.54 (m, 1H), 2.72 (s, 3H).

후처리

  1. filtrationThe mixture was filtered through silica gel
  2. custompurified by silica gel chromatography (4:1 EtOAc/Hex)

출처 및 근거

ORD 기록
ord-b5ff004fbcdb43ad8fd567e892e8c00b
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08765748B2

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