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Triacetoxyperiodinane → HCID 57785883, 화합물

HRID 1628764
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HRID 1628764 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[CH:23]1([CH:26]([C:28]2[C:33]3[N:34]4[CH2:40][CH2:39][CH2:38][N:37]([C:41]5[CH:46]=[CH:45][C:44]([Cl:47])=[CH:43][C:42]=5[Cl:48])[C:35]4=[N:36][C:32]=3[CH:31]=[CH:30][CH:29]=2)[OH:27])[CH2:25][CH2:24]1>ClCCl.C(=O)([O-])O.[Na+]>[CH:23]1([C:26]([C:28]2[C:33]3[N:34]4[CH2:40][CH2:39][CH2:38][N:37]([C:41]5[CH:46]=[CH:45][C:44]([Cl:47])=[CH:43][C:42]=5[Cl:48])[C:35]4=[N:36][C:32]=3[CH:31]=[CH:30][CH:29]=2)=[O:27])[CH2:25][CH2:24]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 57785945HCID 57785945, 화합물

생성물 1

HCID 57785883HCID 57785883, 화합물수율 30%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매

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온도
0 °C

실험 절차

Dess-Martin reagent (925 mg, 2.18 mmol) was added to a stirred solution of cyclopropyl[1-(2,4-dichlorophenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazol-6-yl]methanol (770 mg, 1.98 mmol) in dichloromethane (8.0 mL) at 0° C., and the mixture was stirred at 0° C. for 90 min. The mixture was diluted with saturated aqueous sodium hydrogen carbonate, and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a 5-50% ethyl acetate/n-hexane gradient mixture. The filtrate was concentrated in vacuo to give the solid, which was recrystallized from ethyl acetate/diisopropyl ether to give the title compound as a colorless crystal (226 mg, 0.585 mmol, 30%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by flash column chromatography on silica gel eluting with a 5-50% ethyl acetate/n-hexane gradient mixture
  7. concentrationThe filtrate was concentrated in vacuo
  8. customto give the solid, which
  9. customwas recrystallized from ethyl acetate/diisopropyl ether

출처 및 근거

ORD 기록
ord-bca3a784ee874e79bbc090937adcdb54
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08785460B2

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