HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Ethyl 5-bromothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 5-Bromothiophene-2-carboxylic acid | HCID 349115 | — |
| Product | Ethyl 5-bromothiophene-2-carboxylate | HCID 605723 | — |
Reaction Steps
2-Bromo-5-thiophenecarboxylic acid (500 mg) was dissolved in ethanol (5 mL), conc. sulfuric acid (50 μL) was added and the mixture was heated under reflux for 4 hrs. Conc. sulfuric acid (50 μL) was further added and the mixture was heated under reflux for 5 hrs. Then, the mixture was allowed to return to room temperature. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography using a mixed solvent of ethyl acetate and hexane as an eluent. The solvent was evaporated from the eluent to give the title compound (500 mg) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935700B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-0a0f627c34d84b46911a9af5e8f7f767 |
| Source note | uspto-grants-2011_05 |