Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 5-Ethyl-2-thiophenecarboxaldehyde | HCID 169830 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 70329-37-2 | HCID 787919 | 96.2% |
Reaction Steps
To a solution of malonic acid (5.9 g) and 5-ethyl-2-thiophenecarboxaldehyde (4.0 g) in dry pyridine (12 mL) was added piperidine (0.42 mL). The reaction mixture was stirred at 80° C. for 17 hours, chilled and diluted with water (70 mL). This mixture was acidified with concentrated HCl (14 mL) and the white precipitate was collected by filtration, washed with water (5×10 mL) and dried under vacuum giving (2E)-3-(5-ethyl(2-thienyl))prop-2-enoic acid (5.0 g). Yield=96%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07115741B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-1fa9ca23f2e64feda52aa64d90e6a403 |
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| Source note | uspto-grants-2006_10 |
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