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1-[2,6-Bisbenzyloxy-3-(5-methyl-7-nitroindan-4-yloxy)phenyl]ethanone → 1-[6-Benzyloxy-2-hydroxy-3-(5-methyl-7-nitroindan-4-yloxy)phenyl]ethanone

HRID 1766662
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인쇄 미리보기

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HRID 1766662 반응식
C([O:8][C:9]1[C:14]([O:15][C:16]2[C:24]([CH3:25])=[CH:23][C:22]([N+:26]([O-:28])=[O:27])=[C:21]3[C:17]=2[CH2:18][CH2:19][CH2:20]3)=[CH:13][CH:12]=[C:11]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:10]=1[C:37](=[O:39])[CH3:38])C1C=CC=CC=1.FC(F)(F)C(O)=O.O.CSC>ClCCl>[CH2:30]([O:29][C:11]1[C:10]([C:37](=[O:39])[CH3:38])=[C:9]([OH:8])[C:14]([O:15][C:16]2[C:24]([CH3:25])=[CH:23][C:22]([N+:26]([O-:28])=[O:27])=[C:21]3[C:17]=2[CH2:18][CH2:19][CH2:20]3)=[CH:13][CH:12]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 211105561-[2,6-Bisbenzyloxy-3-(5-methyl-7-nitroindan-4-yloxy)phenyl]ethanoneHCID 86597598Trifluoroacetic acid water dimethylsulfide

생성물 1

HCID 211105611-[6-Benzyloxy-2-hydroxy-3-(5-methyl-7-nitroindan-4-yloxy)phenyl]ethanone수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-[2,6-bisbenzyloxy-3-(5-methyl-7-nitroindan-4-yloxy)phenyl]ethanone (10.6 g) in dichloromethane (15 mL) was added a mixed solvent of trifluoroacetic acid/water/dimethylsulfide (7/3/1) (30 mL), and the mixture was stirred at room temperature for 12 hours. Adding water, the reaction mixture was extracted with dichloromethane. The organic layer was washed with water and a saturated aqueous solution of sodium hydrogen carbonate until the aqueous layer became weak alkaline, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was crystallized from ethyl acetate and hexane to give the title compound (8.07 g).

후처리

  1. extractionAdding water, the reaction mixture was extracted with dichloromethane
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customThe residue was crystallized from ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-c955212839704d09a6a6121a9717bc9a
출처 데이터셋
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07230031B2

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