HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-Bromo-3-(bromomethyl)-5-methoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (3-Bromo-5-methoxyphenyl)methanol | HCID 10608788 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Bromo-3-(bromomethyl)-5-methoxybenzene | HCID 12276449 | 84.2% |
Reaction Steps
Triphenylphosphine (28 g; KANTO) was added to a dichloromethane (150 mL) solution of Intermediate 1 (22.05 g) with ice cooling, the resulting mixture was stirred for approx. 10 minutes followed by the addition of N-bromosuccinimide (20 g; TCI), and the resulting mixture was stirred at room temperature for 13 hours and 30 minutes. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (n-hexane/ethyl acetate) to give the title compound (23.94 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299055B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-5db04305b639489cbdb098cef07443bb |
| Source note | uspto-grants-2012_10 |