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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | 3-Thienylacetonitrile | HCID 83730 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 4-cyano-5-methyl-4-(3-thienyl)hexanoate | HCID 22393748 | 67% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06906072B1 |
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| Source dataset | uspto-grants-2005_06 |
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| ORD ID | ord-4496b3a7511f42b38650807819523dad |
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| Source note | uspto-grants-2005_06 |
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