HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-(4'-Ethyl-3-fluorobiphenyl-4-yl)selenophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromoselenophene | HCID 137013 | — |
| Reactant | 4'-Ethyl-3-fluorobiphenyl-4-boronic acid | HCID 53402575 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | 2-(4'-Ethyl-3-fluorobiphenyl-4-yl)selenophene | HCID 59456334 | — |
Reaction Steps
A mixture of 34.2 g (0.16 mol) of 2-bromoselenophene, 40.0 g (0.16 mol) of 3-fluoro-4′-ethylbiphenyl-4-ylboronic acid, 10.0 g (8.65 mmol) of tetrakis-(triphenylphosphine)palladium(0) and 200 ml of 2 N sodium carbonate soln. in 500 ml of toluene/ethanol (2:3) is heated at 90° C. for 2 h. After cooling, the organic phase is separated off, and the aqueous phase is extracted with toluene. The combined organic phases are washed with water, and the solution is dried using sodium sulfate. The solution is concentrated to dryness, and the residue is purified by column chromatography (SiO2, n-heptane:toluene=9:1). 2-(4′-Ethyl-3-fluorobiphenyl-4-yl)-selenophene is obtained as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304036B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-b74f375a4d89404897a55cbadbb82001 |
| Source note | uspto-grants-2012_11 |