HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acrylate → HCID 22718311, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-Methyl-2-(2-thienyl)butanenitrile | HCID 12381986 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 22718311 | HCID 22718311 | 62.5% |
Reaction Steps
3-Methyl-2-(2-thienyl)butane nitrile 5.56 g 33.6 mmol and ethyl acrylate 4.00 ml 37.0 mmol were dissolved in tetrahydrofuran 100 ml. Potassium t-butoxide, 566 mg 5.04 mmol, was added little by little thereto at room temperature. Generation of heat continued during this step. After stirring for 1 hour, brine 100 ml and aqueous saturated ammonium chloride 150 ml were added thereto successively, and the mixture was extracted with ether 1 L. The organic layer was washed with brine 500 ml and water 500 ml successively, dried over magnesium sulfate anhydride and evaporated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane system), whereby the title compound (5.57 g 21.0 mmol, 62.5%) was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06737425B1 |
| Source dataset | uspto-grants-2004_05 |
| ORD ID | ord-159b52f2ae32472d8d838766c1bbfc70 |
| Source note | uspto-grants-2004_05 |