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Triacetoxyperiodinane → (1-(4-fluorophenyl)-1H-indazol-5-yl)(phenyl)methanone

HRID 218158
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HRID 218158 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([CH:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[OH:18])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)=[O:18])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:6][CH:7]=1
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4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 59251034(1-(4-Fluorophenyl)-1H-indazol-5-yl)(phenyl)methanol

생성물 1

HCID 67005723(1-(4-fluorophenyl)-1H-indazol-5-yl)(phenyl)methanone수율 100.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(1-(4-Fluorophenyl)-1H-indazol-5-yl)(phenyl)methanol (Example 1(f)) (2.4 g, 7.54 mmol) was dissolved in 50 mL of DCM and treated with Dess Martin periodinane (3.2 g, 7.54 mmol) and stirred overnight. The next day, the reaction was extracted from 2 M NaOH with DCM (vigorous shaking)×3, dried over MgSO4, filtered, and concentrated in vacuo. The crude material was filtered through a silica gel pad using EtOAc and concentrated to give (1-(4-fluorophenyl)-1H-indazol-5-yl)(phenyl)methanone (2.4 g, 100%). MS found: (M+H)+=340.

후처리

  1. extractionThe next day, the reaction was extracted from 2 M NaOH with DCM (vigorous shaking)×3
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. filtrationThe crude material was filtered through a silica gel pad
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e352caac2abf4c9ca248f79b087882b6
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08198311B2

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