HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972668Generated: November 2, 2026
Carbon tetrabromide → 4-(Bromomethyl)-2-methoxypyridine
https://huagongshe.com/reaction/1972668
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (2-Methoxypyridin-4-yl)methanol | HCID 14462410 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(Bromomethyl)-2-methoxypyridine | HCID 19805431 | 89.7% |
Reaction Steps
To a 100-mL round-bottomed flask was added (2-methoxy-4-pyridinyl)methanol (1.52 g, 10.92 mmol), triphenylphosphine (3.15 g, 12.02 mmol, Aldrich, St. Louis, Mo.), and carbon tetrabromide (1.165 mL, 12.02 mmol, Aldrich, St. Louis, Mo.) in DCM (20 mL). The reaction mixture was stirred at 0° C. for 2 h. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 20% EtOAc/hexanes to give 4-(bromomethyl)-2-methoxypyridine (1.98 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431563B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-b0103361177645e7b7c8047be594a141 |
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| Source note | uspto-grants-2013_04 |
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