HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(5-Bromo-2-thienyl)-2-propenoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 5-Bromothiophene-2-carbaldehyde | HCID 78428 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(5-Bromo-2-thienyl)-2-propenoic acid | HCID 3565592 | — |
Reaction Steps
3 g (15.7 mmol) of 5-Bromo-thiophene-2-carbaldehyde were dissolved in 30 ml of pyridine and 1.96 g (18.8 mmol) of malonic acid and 133 mg (1.6 mmol) of piperidine were added. The resulting solution was boiled under reflux for 6 h. The solution was cooled to room temperature and then poured into a mixture of ice and concentrated hydrochloric acid. The precipitated product was isolated by filtration, dissolved in ethyl acetate and washed with 0.1 M hydrochloric acid. The organic phase was dried with sodium sulfate, filtered, and the solvent was removed under reduced pressure. Yield: 3.0 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188291B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-20d5d0b81cce445cae0b2d026a5c1c62 |
| Source note | uspto-grants-2012_05 |