HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 2-(Bromomethyl)-1,3-dichloro-5-methoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2,6-Dichloro-4-methoxyphenyl)methanol | HCID 14484725 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(Bromomethyl)-1,3-dichloro-5-methoxybenzene | HCID 59299479 | 219.6% |
Reaction Steps
Dissolve (2,6-dichloro-4-methoxy-phenyl)-methanol (113 g, 545.76 mmol) in 1200 mL dry THF and cool to 0 deg under nitrogen. Add PBr3 (59.1 g, 218.3 mmol) under nitrogen and stir at 0° C. for 30 minutes. Pour into saturated aqueous NaHCO3 and extract with EtOAc. Dry and concentrate under vacuum to obtain 129.4 g product as an off-white solid. NMR (CDCl3) δ 6.88 (s, 2H), 4.73 (s, 2H), 3.79 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088776B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-08da340904dc4d589d01a113f9a49af0 |
| Source note | uspto-grants-2012_01 |