HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 24796540, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Thiophene, 2,3,5-tribromo- | HCID 76592 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 24796540 | HCID 24796540 | 44.2% |
Reaction Steps
Tetrakis(triphenylphosphine)palladium (3 mmol) and 100 mL of an aqueous 2N sodium carbonate solution were added to a solution of 2-thiophene-boric acid (5.0 mmol) and 2,3,5-tribromothiophene (100 mmol) in a mixture of 200 mL of toluene and 100 mL of ethanol in a nitrogen atmosphere. The resulting mixture was refluxed for 24 hours. The reaction mixture was combined with water, and extracted with toluene. The extract solution was washed with water, and dried over magnesium sulfate. The solvent was evaporated to obtain a crude product. The crude product was purified by column chromatography and by recrystallization from hexane to obtain the intended product (22.1 mmol) in a 22% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462726B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-e2ea9a64c734466691ce84198637fcc6 |
| Source note | uspto-grants-2008_12 |