Hydrochloric Acid → HCID 59378440, compound

HRID 888548Notes

Reaction equation

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

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 3.0 g of 3-(trifluoromethyl)-hexyl methanesulfonate and 2.8 g of methyl (3,3,3-trifluoropropylsulfonyl)acetate in 50 ml of dimethyl sulfoxide was added 1.7 g of potassium carbonate at room temperature. The reaction mixture was heated to 60° C., stirred at the same temperature for 2 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 1.90 g of methyl 5-(trifluoromethyl)-2-(3,3,3-trifluoropropylsulfonyl)octanoate (hereinafter referred to as the present compound (21)).

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-b59cb8043e504e73952308c2ee17e39a
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08247612B2

Reaction notes

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