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Vinyl Acetate → 6-chloro-2-iodo-9-vinyl-9H-purine

HRID 655812
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인쇄 미리보기

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HRID 655812 반응식
C(O[CH:5]=[CH2:6])(=O)C.OS(O)(=O)=O.CCOC(C)=O.[I:18][C:19]1[N:27]=[C:26]2[C:22]([N:23]=[CH:24][NH:25]2)=[C:21]([Cl:28])[N:20]=1>[Hg](OC(C)=O)OC(C)=O>[Cl:28][C:21]1[N:20]=[C:19]([I:18])[N:27]=[C:26]2[C:22]=1[N:23]=[CH:24][N:25]2[CH:5]=[CH2:6]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7904Vinyl AcetateHCID 86628183Ethyl acetate sulfuric acidHCID 1784783676-Chloro-2-iodopurine

생성물 1

HCID 577424006-chloro-2-iodo-9-vinyl-9H-purine

시약·촉매·용매 1

HCID 16683746Diacetyloxymercury촉매

반응 조건

온도
47.5 °C

실험 절차

In a 250 mL pressure tube, Hg(OAc)2 (2.52 g, 7.88 mmol) was suspended in vinyl acetate (73 mL, 788 mmol). To this suspension was added H2SO4/EtOAc (1.5 mL/15 mL). A clear solution was formed. The 2-iodo-6-chloro-9H-purine (22.1 g, 78.8 mmol) was added. A suspension formed again. It was degassed and stirred at 45-50° C. overnight. A dark solution was formed. The mixture was passed through celite, washed with EtOAc. Organic layer was washed with Sat. NaHCO3> dried Na2SO4. The product was purified on silica gel chromatography column (1-5% MeOH/DCM).

후처리

  1. customA clear solution was formed
  2. customA suspension formed again
  3. customIt was degassed
  4. customA dark solution was formed
  5. washwashed with EtOAc
  6. washOrganic layer was washed with Sat. NaHCO3> dried Na2SO4
  7. customThe product was purified on silica gel chromatography column (1-5% MeOH/DCM)

출처 및 근거

ORD 기록
ord-5618de93c9b5427392d936b5ebdfbce8
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08071609B2

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