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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888328Generated: October 25, 2026

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

https://huagongshe.com/reaction/888328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant4,4,4-Trifluoro-2-butenyl p-toluenesulfonateHCID 53655839—
Reactant2-(3,3,3-Trifluoropropylsulfonyl)acetonitrileHCID 57425671—
SolventTetrahydrofuranHCID 8028—
Product6,6,6-Trifluoro-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrileHCID 8664298251.5%

Reaction Steps

To a solution of 1.7 g of 4,4,4-Trifluoro-2-butenyl p-toluenesulfonate and 1.2 g of (3,3,3-trifluoropropylsulfonyl)acetonitrile in 30 ml of tetrahydrofuran, 0.2 g of sodium hydride (60% in oil) was added at room temperature, and stirred at the same temperature for 1 day. To the reaction mixture, 10% hydrochloric acid was added, followed by extraction 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 0.95 g of 6,6,6-trifluoro-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile (hereinafter referred to as the present compound (19)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247595B2
Source datasetuspto-grants-2012_08
ORD IDord-7787f3a4d5e04ff698a0fb73d60598a1
Source noteuspto-grants-2012_08