HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(Bromomethyl)-2'-fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (2'-Fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)methanol | HCID 117759932 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(Bromomethyl)-2'-fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl | HCID 117759889 | 78.5% |
Reaction Steps
To a solution of (2′-fluoro-5′-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)methanol (472 mg) and triphenylphosphine (675 mg) in toluene (10 mL) was added carbon tetrabromide (635 mg), and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (434 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-0234b7b0d6f941aeb1cf030eed320c43 |
| Source note | uspto-grants-2016_07 |