HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 4-(4-(Bromomethyl)phenoxy)-1-chloro-2-(trifluoromethyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (4-(4-Chloro-3-(trifluoromethyl)phenoxy)phenyl)methanol | HCID 66825563 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 4-(4-(Bromomethyl)phenoxy)-1-chloro-2-(trifluoromethyl)benzene | HCID 67775976 | 53% |
Reaction Steps
To the solution of (4-(4-chloro-3-(trifluoromethyl)phenoxy)phenyl)methanol (4.5 g, 14.87 mmol) in Diethyl ether (100 mL) was added PBr3 (1.402 mL, 14.87 mmol) dropwise at 0° C. The mixture was stirred at room temperature for 5 h. The mixture was poured into ice water and neutralized with sat. NaHCO3 solution to pH-7, then extracted with Et2O. The organic was dried over Na2SO4, filtered and concentrated in vacuo to afford the title compound (3.2 g, 7.88 mmol, 53.0% yield) as a light yellow solid. LCMS: rt=2.01 min, [M+H+]=365, 367.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174968B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-48f4aff6ed764ffb99f1eefa8c16fabe |
| Source note | uspto-grants-2015_11 |