HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 4-(Bromomethyl)-2-chloro-3-methylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 2-Chloro-4-(hydroxymethyl)-3-methylbenzonitrile | HCID 68577571 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(Bromomethyl)-2-chloro-3-methylbenzonitrile | HCID 68577413 | 28.3% |
Reaction Conditions
| Temperature | -15 °C |
|---|
Reaction Steps
To a solution of compound 7B (700 mg, 3.9 mmol) in CH2Cl2 (15 mL) was added PBr3 (5.8 mL, 5.8 mmol, 1N in CH2Cl2) at −15° C., and stirred at −15° C. for 3 hr. The reaction was slowly quenched with saturated NaHCO3 solution at −15° C. The organic layer was separated, dried over MgSO4, and concentrated. Purification by silica gel chromatography (0-10% EtOAc in hexanes) provide the title compound (270 mg) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732480B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-a53eda7a21c6493b8351a35a680eae0b |
| Source note | uspto-grants-2010_06 |