HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692069Generated: November 1, 2026
Phosphorus tribromide → 2-(Bromomethyl)-1,3-dichloro-5-methoxybenzene
https://huagongshe.com/reaction/1692069
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° C. 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 |
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| Patent number | US08153807B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-12dd9446355247f3a0c74fef5116ec5f |
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| Source note | uspto-grants-2012_04 |
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