Malononitrile → (2,2,3,3,4,4,5,5-Octafluoropentyl)propanedinitrile

HRID 1397196노트

반응식

HRID 1397196 반응식
FC(F)(F)S(O[CH2:7][C:8]([F:19])([F:18])[C:9]([F:17])([F:16])[C:10]([F:15])([F:14])[CH:11]([F:13])[F:12])(=O)=O.[C:22](#[N:26])[CH2:23][C:24]#[N:25].C(=O)([O-])[O-].[K+].[K+]>>[F:19][C:8]([F:18])([C:9]([F:16])([F:17])[C:10]([F:14])([F:15])[CH:11]([F:12])[F:13])[CH2:7][CH:23]([C:22]#[N:26])[C:24]#[N:25]

참가 물질

4

반응물 3

HCID 8010MalononitrileHCID 11430Potassium CarbonateHCID 27758912,2,3,3,4,4,5,5-Octafluoropentyl trifluoromethanesulfonate

생성물 1

HCID 25242027(2,2,3,3,4,4,5,5-Octafluoropentyl)propanedinitrile수율 65%

실험 절차

A mixture of compound 5b (15.0 g, 41.2 mmol), malononitrile (5.44 g, 82.4 mmol), and potassium carbonate (28.5 g, 206 mmol) in 1,2-dimethoxymethane (150 ml) was stirred overnight at room temperature under nitrogen. The reaction mixture was quenched with water (150 ml) and extracted with ethyl acetate (2×200 ml). The combined organic extracts were washed with brine (200 ml), dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 85:15 hexanes/EtOAc) to provide 2-(2,2,3,3,4,4,5,5-Octafluoropentyl)malononitrile (5c) (7.5 g, 65%) as a white solid:

후처리

  1. customThe reaction mixture was quenched with water (150 ml)
  2. extractionextracted with ethyl acetate (2×200 ml)
  3. washThe combined organic extracts were washed with brine (200 ml)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by column chromatography (silica gel, 85:15 hexanes/EtOAc)

출처 및 근거

ORD 기록
ord-56136604385748b694f8dc9c1b1fca33
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901170B2

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