HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 86654784, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,5-Bis-trifluoromethylphenylboronic acid | HCID 156265 | — |
| Reactant | Ethyl 5-bromofuran-2-carboxylate | HCID 345282 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86654784 | HCID 86654784 | 38% |
Reaction Steps
To a solution of ethyl 5-bromofuran-2-carboxylate (100 mg, 0.46 mmol) in benzene (5 mL) were added 3,5-bis(trifluoromethyl)phenylboronic acid (141 mg, 0.55 mmol), 2M Na2CO3 (6860, 1.37 mmol), and catalytic amounts of Pd(PPh3)4 (106 mg, 0.09 mmol). The reaction mixture was refluxed for 6 hrs, diluted with water and extracted with EtOAc. The extracts were washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography on silica gel (EtOAc/n-Hex=1:5) to give title compound (61 mg, 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691855B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-9f3c7c7059c444d6884f47d375d5d55e |
| Source note | uspto-grants-2014_04 |