HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-Bromo-2-(bromomethyl)-1-fluorobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (5-Bromo-2-fluorophenyl)methanol | HCID 2773352 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Bromo-2-(bromomethyl)-1-fluorobenzene | HCID 13553295 | 96.7% |
Reaction Steps
To a solution of 5-bromo-2-fluoro-benzyl alcohol (3.10 g, 15.1 mmol) in 30 mL of THF at 10° C. is added triphenyl phosphine (4.10 g, 15.6 mmol) followed by N-bromosuccinimide (2.67 g, 15.0 mmol). The ice bath is removed and the resulting solution is stirred for 20 min at room temperature. The crude product is purified by column chromatography eluting with 5% EtOAc/hexanes to give the title compound (3.90 g, 14.5 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05731315 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-01265d1ee5214b12aaf7fb783abeb10c |
| Source note | uspto-grants-1998_03 |