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

HRID 80410
ノート
印刷プレビュー

反応式

HRID 80410 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8071
1,2-Dimethoxyethane
溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-b9c21e2525bb471e8f7024d02c8f9b7d
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846569B2

反応ノート

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