Hydrochloric Acid → HCID 59378448, compound

HRID 888547Notes

Reaction equation

CS(O[CH2:6][CH2:7][CH:8]([C:12]([F:15])([F:14])[F:13])[CH:9]([CH3:11])[CH3:10])(=O)=O.[F:16][C:17]([F:29])([F:28])[CH2:18][CH2:19][S:20]([CH2:23][C:24]([O:26][CH3:27])=[O:25])(=[O:22])=[O:21].C(=O)([O-])[O-].[K+].[K+].Cl>CS(C)=O>[CH3:11][CH:9]([CH3:10])[CH:8]([C:12]([F:13])([F:14])[F:15])[CH2:7][CH2:6][CH:23]([S:20]([CH2:19][CH2:18][C:17]([F:28])([F:29])[F:16])(=[O:22])=[O:21])[C:24]([O:26][CH3:27])=[O:25]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 5.0 g of 4-methyl-3-(trifluoromethyl)pentyl methanesulfonate and 4.7 g of methyl (3,3,3-trifluoropropylsulfonyl)acetate in 100 ml of dimethyl sulfoxide was added 2.8 g of potassium carbonate at room temperature. The reaction mixture was heated to 60° C., stirred at the same temperature for 3 days and then 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 4.10 g of methyl 6-methyl-5-(trifluoromethyl)-2-(3,3,3-trifluoropropylsulfonyl)heptanoate (hereinafter referred to as the present compound (18)).

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-0dce3c762d914fa6bc9c0c812b82ddcf
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08247612B2

Reaction notes

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