Hydrochloric Acid → 2-(3,3,3-Trifluoropropylsulfonyl)-9-decynenitrile

HRID 888332

반응식

HRID 888332 반응식
C1(C)C=CC(S(O[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]#[CH:18])(=O)=O)=CC=1.[F:20][C:21]([F:31])([F:30])[CH2:22][CH2:23][S:24]([CH2:27][C:28]#[N:29])(=[O:26])=[O:25].C(=O)([O-])[O-].[K+].[K+].Cl>CS(C)=O>[F:31][C:21]([F:20])([F:30])[CH2:22][CH2:23][S:24]([CH:27]([CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]#[CH:11])[C:28]#[N:29])(=[O:25])=[O:26]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 10779145Oct-7-yn-1-yl 4-methylbenzene-1-sulfonateHCID 574256712-(3,3,3-Trifluoropropylsulfonyl)acetonitrile

생성물 1

HCID 866429862-(3,3,3-Trifluoropropylsulfonyl)-9-decynenitrile수율 26%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
60 °C

실험 절차

To a solution of 1.0 g of 7-octynyl p-toluenesulfonate and 0.7 g of (3,3,3-trifluoropropylsulfonyl)acetonitrile in 30 ml of dimethyl sulfoxide was added 0.5 g of potassium carbonate at room temperature. The reaction mixture was stirred at room temperature for 2 hours, at 60° C. for 2 hours, and then at 90° C. for 6 hours. The reaction mixture was allowed to stand to cool to nearly room temperature. 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 0.28 g of 2-(3,3,3-trifluoropropylsulfonyl)-9-decynenitrile (hereinafter referred to as the present compound (25)).

후처리

  1. waitat 90° C. for 6 hours
  2. temperatureto cool to nearly room temperature
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7cf2a36cffb54379bc2be9cc2145193d
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247595B2

연결된 노트

불러오는 중…