HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-Fluoro-4-methoxy-1-(2-methylphenyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Reactant | 1-Bromo-2-fluoro-4-methoxybenzene | HCID 3718444 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | 2-Fluoro-4-methoxy-1-(2-methylphenyl)benzene | HCID 67065966 | — |
Reaction Steps
A mixture of 4-bromo-3-fluoroanisole, 2-methylphenyl boronic acid, tetrakis(triphenylphosphine)palladium (5% mol) and sodium carbonate (0.23 g, 2.1 mmol) in 20 ml of water/EtOH/toluene (1:2:4) was heated to reflux for 5 h. TLC (EtOAc:hexane/2:98) showed that the reaction was over. The solvents was removed. Water (10 ml) was added. The organic was extracted with methylene chloride (3×50 ml). The combined methylene chloride layers were washed with brine, and dried over sodium sulfate. The title compound was obtained after purification with preparative TLC using 2% EtOAc in hexane as the eluant.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440702B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-ad1e7153c9604834970515733d644cd0 |
| Source note | uspto-grants-2013_05 |