Hydrochloric Acid → HCID 59378430, compound

HRID 888546Notes

Reaction equation

CS(O[CH2:6][CH2:7][CH:8]([C:11]([F:14])([F:13])[F:12])[CH2:9][CH3:10])(=O)=O.[F:15][C:16]([F:26])([F:25])[CH2:17][CH2:18][S:19]([CH2:22][C:23]#[N:24])(=[O:21])=[O:20].C(=O)([O-])[O-].[K+].[K+].Cl>CS(C)=O>[F:14][C:11]([F:12])([F:13])[CH:8]([CH2:9][CH3:10])[CH2:7][CH2:6][CH:22]([S:19]([CH2:18][CH2:17][C:16]([F:26])([F:15])[F:25])(=[O:21])=[O:20])[C:23]#[N:24]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 3.0 g of 3-(trifluoromethyl)pentyl methanesulfonate and 2.6 g of (3,3,3-trifluoropropylsulfonyl)acetonitrile in 50 ml of dimethyl sulfoxide was added 1.8 g of potassium carbonate at room temperature, heated to 60° C. and then stirred at the same temperature for 3 days. 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 3.00 g of 5-(trifluoromethyl)-2-(3,3,3-trifluoropropylsulfonyl)heptanenitrile (hereinafter referred to as the present compound (14)).

Workup

temperatureto cool to nearly room temperature
extractionextracted with ethyl acetate
washThe organic layer was washed with a saturated sodium chloride aqueous solution
dry with materialdried over anhydrous magnesium sulfate
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-34236368fc7742e9a689e15da8dffeaf
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08247612B2

Reaction notes

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