HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 5-bromothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 5-Bromothiophene-2-carboxylic acid | HCID 349115 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 5-bromothiophene-2-carboxylate | HCID 605723 | 97.7% |
Reaction Steps
5-Bromothiophene-2-carboxylic acid (5.40 g) was dissolved in ethanol (50 ml), 4-dimethylaminopyridine (3.82 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (6.0 g) were successively added, and the mixture was stirred overnight at room temperature. Water was added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed successively with water, 10% aqueous citric acid (twice), water, saturated aqueous sodium hydrogencarbonate and brine, and dried over sodium sulfate. The organic layer was concentrated under reduced pressure to give the title compound (5.99 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07285572B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-b9b79a29da9b4986b163a808db9e27fc |
| Source note | uspto-grants-2007_10 |