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Potassium Carbonate → 2-Methyl-4-trifluoromethylsulfanyl-2-(2-trifluoromethylsulfanyl-ethanesulfonyl)-butyronitrile

HRID 80410
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HRID 80410 반응식
[F:1][C:2]([S:5][CH2:6][CH2:7][S:8]([CH2:11][C:12]#[N:13])(=[O:10])=[O:9])([F:4])[F:3].[F:14][C:15]([S:18][CH2:19][CH2:20]OS(C(F)(F)F)(=O)=O)([F:17])[F:16].[C:29]([O-])([O-])=O.[K+].[K+]>COCCOC.O>[CH3:29][C:11]([S:8]([CH2:7][CH2:6][S:5][C:2]([F:1])([F:4])[F:3])(=[O:9])=[O:10])([CH2:20][CH2:19][S:18][C:15]([F:17])([F:16])[F:14])[C:12]#[N:13]
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 252420282-(Trifluoromethylthio)ethyl TrifluoromethanesulfonateHCID 86673275(2-Trifluoromethylsulfanyl-ethanesulfonyl)-acetonitrile

생성물 1

HCID 866732742-Methyl-4-trifluoromethylsulfanyl-2-(2-trifluoromethylsulfanyl-ethanesulfonyl)-butyronitrile

시약·촉매·용매 2

HCID 962Water용매
HCID 8071
1,2-Dimethoxyethane
용매

실험 절차

A mixture of (2-trifluoromethylsulfanyl-ethanesulfonyl)-acetonitrile (190 mg, 0.81 mmol), trifluoro-methanesulfonic acid 2-trifluoromethylsulfanyl-ethyl ester (340 mg, 1.22 mmol) and K2CO3 (340 mg, 2.44 mmol) in 1,2-dimethoxyethane (10 mL) was stirred under nitrogen at room temperature overnight. The reaction mixture was diluted with H2O (40 mL) and extracted with ethyl acetate (3×30 mL). The combined organic extracts were washed with saturated aqueous NaCl solution, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography (SiO2, gradient of EtOAc/cyclohexane) to afford compound II-26 (20 mg, 7%).

후처리

  1. extractionextracted with ethyl acetate (3×30 mL)
  2. washThe combined organic extracts were washed with saturated aqueous NaCl solution
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by flash column chromatography (SiO2, gradient of EtOAc/cyclohexane)
  6. customto afford compound

출처 및 근거

ORD 기록
ord-b9c21e2525bb471e8f7024d02c8f9b7d
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846569B2

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