HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2'-Fluoro-2,3-dimethoxybiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Bromo-2-fluorobenzene | HCID 61259 | — |
| Reactant | 2,3-Dimethoxybenzeneboronic acid | HCID 5156491 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2'-Fluoro-2,3-dimethoxybiphenyl | HCID 57264076 | 85% |
Reaction Steps
In the atmosphere of argon, 18.2 g of 2,3-dimethoxyphenylboronic acid, 17.5 g of 2-fluorobromobenzene, 2.31 g of tetrakistriphenylphosphine palladium (0), 300 mL of 1,2-dimethoxyethane and 150 mL of an aqueous 2M sodium carbonate solution were placed in a flask. The resulting mixture was stirred with heating under reflux for 8 hours. After cooling to room temperature, an aqueous phase was removed, and an organic phase was washed with saturated saline. The organic phase was dried with magnesium sulfate and then concentrated. Residues were purified by silica gel column chromatography, whereby 19.7 g of (yield 85%) of 2′-fluoro-2,3-dimethoxybiphenyl was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08866135B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-61096a40444346a482859d4c2af2deb3 |
| Source note | uspto-grants-2014_10 |