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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071635Generated: November 2, 2026

Ethyl Acrylate → Ethyl 4-cyano-5-methyl-4-(3-thienyl)hexanoate

https://huagongshe.com/reaction/1071635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcrylateHCID 8821—
Reactant3-ThienylacetonitrileHCID 83730—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylformamideHCID 6228—
ProductEthyl 4-cyano-5-methyl-4-(3-thienyl)hexanoateHCID 2239374867%

Reaction Steps

3-Methyl-2-(3-thienyl)butanenitrile (6.23 g) obtained using 3-thienylacetonitrile as a starting material in accordance with the method of Example 114 described in JP-A 11-206862 and ethyl acrylate (4.53 g) were dissolved in dimethylformamide (15 ml), and added at a room temperature to a solution of potassium tert-butoxide (423 mg) in dimethylformamide solution (60 ml). After stirring 5 hours as it was, the organic layer was separated by adding an aqueous saturated ammonium chloride and diethyl ether thereto. The resulting organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and then the filtrate was evaporated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate system), to give the title compound as a yellow oil (6.66 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06906072B1
Source datasetuspto-grants-2005_06
ORD IDord-4496b3a7511f42b38650807819523dad
Source noteuspto-grants-2005_06