Hydrochloric Acid → 6,6,6-Trifluoro-2-methyl-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile

HRID 888336

反応式

HRID 888336 の反応式
C1(C)C=CC(S(OC[CH:12]=[CH:13][C:14]([F:17])([F:16])[F:15])(=O)=O)=CC=1.[F:19][C:20]([F:31])([F:30])[CH2:21][CH2:22][S:23]([CH:26]([CH3:29])[C:27]#[N:28])(=[O:25])=[O:24].[H-].[Na+].Cl.O1CCC[CH2:36]1>>[F:15][C:14]([F:17])([F:16])[CH:13]=[CH:12][CH2:29][C:26]([CH3:36])([S:23]([CH2:22][CH2:21][C:20]([F:19])([F:30])[F:31])(=[O:24])=[O:25])[C:27]#[N:28]

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 536558394,4,4-Trifluoro-2-butenyl p-toluenesulfonateHCID 577883632-(3,3,3-Trifluoropropylsulfonyl)propionitrile

生成物 1

HCID 722817916,6,6-Trifluoro-2-methyl-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile

実験手順

To a solution of 1.5 g of 4,4,4-trifluoro-2-butenyl p-toluenesulfonate and 1.2 g of 2-(3,3,3-trifluoropropylsulfonyl)propionitrile in 30 ml of tetrahydrofuran was added 0.2 g of sodium hydride (60% in oil) at room temperature. The reaction mixture was stirred at the same temperature for 2 days. To the reaction mixture was added 10% hydrochloric acid and then extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was subjected to silica gel chromatography to obtain 0.80 g of 6,6,6-trifluoro-2-methyl-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile (hereinafter referred to as the present compound (34)).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with a saturated sodium chloride aqueous solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-4fb3e7227b194dea95a8f344ba55403c
出典データセット
uspto-grants-2012_08
特許番号
US08247595B2

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