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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443558Generated: October 31, 2026

Water → 2-(5-Fluoropentyl)-2-(3,3,3-trifluoropropyl)malononitrile

https://huagongshe.com/reaction/1443558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(Diethylamino)sulfur trifluorideHCID 123472—
Reactant2-(5-Hydroxypentyl)-2-(3,3,3-trifluoropropyl)malononitrileHCID 58879037—
SolventChloroformHCID 6212—
Product2-(5-Fluoropentyl)-2-(3,3,3-trifluoropropyl)malononitrileHCID 8661254429.8%

Reaction Steps

0.29 g of diethylaminosulfur trifluoride was dissolved in 5 ml of chloroform and thereto was added dropwise at 0° C. 0.40 g of 2-(5-hydroxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile dissolved in 3 ml of chloroform. The mixture was stirred at room temperature for 9 hours. Thereafter, water was added to the reaction mixture, followed by extraction with methyl tert-butyl ether. The organic layer was washed successively with water, aqueous saturated sodium hydrogen carbonate and aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.12 g of 2-(5-fluoropentyl)-2-(3,3,3-trifluoropropyl)malononitrile (hereinafter, referred to as the present compound (55)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662402B2
Source datasetuspto-grants-2010_02
ORD IDord-72167660c5b94f48aa76aacf57b3c998
Source noteuspto-grants-2010_02