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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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2-(Trimethylsiloxy)-1,3-butadiene → 10a-(4-Chloro-benzenesulfonyl)-1,4-difluoro-6a,9,10,10a-tetrahydro-6H,7H-benzo[c]chromen-8-one

HRID 564331
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인쇄 미리보기

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HRID 564331 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[C:20]3[C:15](=[C:16]([F:22])[CH:17]=[CH:18][C:19]=3[F:21])[O:14][CH2:13][CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C[Si](C)(C)[O:25][C:26](=[CH2:29])[CH:27]=[CH2:28]>FC(F)(F)C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([C:11]23[CH2:28][CH2:27][C:26](=[O:25])[CH2:29][CH:12]2[CH2:13][O:14][C:15]2[C:20]3=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[F:22])(=[O:9])=[O:10])=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 5546572-(Trimethylsiloxy)-1,3-butadieneHCID 582522424-((4-Chlorophenyl)sulfonyl)-5,8-difluoro-2H-chromene

생성물 1

HCID 4688486510a-(4-Chloro-benzenesulfonyl)-1,4-difluoro-6a,9,10,10a-tetrahydro-6H,7H-benzo[c]chromen-8-one수율 52.3%

시약·촉매·용매 1

HCID 7368(Trifluoromethyl)benzene용매

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온도
150 °C

실험 절차

A mixture of 10.8 g (31.5 mmol) of the vinylsulphone product of step 3 of Example 17 and 24 g (165 mmol) of the 3-trimethylsiloxy-1,3-butadiene in 100 mL of trifluorotoluene in a sealed tube was heated at 150° C. for 15 h. It was concentrated, the residue was dissolved in 50 mL of THF. To this solution was added 3 mL of 1N HCl, the mixture was stirred at room temperature for 30 min. It was diluted with 300 mL of methylene chloride, washed with 50 mL of brine, and concentrated. The residue was recrystallized from ethyl acetate to give 6.8 g of the ketone. Chromatography of the mother liquid gave additional 3.4 g of the ketone.

후처리

  1. concentrationIt was concentrated
  2. dissolutionthe residue was dissolved in 50 mL of THF
  3. additionTo this solution was added 3 mL of 1N HCl
  4. additionIt was diluted with 300 mL of methylene chloride
  5. washwashed with 50 mL of brine
  6. concentrationconcentrated
  7. customThe residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-ddacec5f922a4f22a7d05545b9e26c02
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08067621B2

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