HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 1-(1-Bromoethyl)-3-methylbenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 1-(3-Methylphenyl)ethanol | HCID 110952 | — |
| Product | 1-(1-Bromoethyl)-3-methylbenzene | HCID 23000916 | 91.3% |
Reaction Steps
Phosphorus tribromide (4.28 g, 15.9 mmol) was added drop-wise to a stirred neat solution of 1-(m-tolyl)ethanol (0.9 g, 6.6 mmol) at 0° C. After being stirred to room temperature over 12 h, the reaction was carefully quenched with sat'd saturated aqueous NaHCO3 solution and the mixture was extracted with EtOAc. The organic extract was washed with water, dried with MgSO4, and conc. in vacuo to afford the title compound (1.2 g, 91%) as a colorless oil, that was used directly in the next step without further purification. LCMS 200 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371331B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-c35aa29ec8ad4d20905cedd6519d2cca |
| Source note | uspto-grants-2016_06 |