HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-Bromo-5-(bromomethyl)-4-chloropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (5-Bromo-4-chloropyridin-3-yl)methanol | HCID 117667554 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromo-5-(bromomethyl)-4-chloropyridine | HCID 117667404 | 58.4% |
Reaction Steps
(5-Bromo-4-chloro-pyridin-3-yl)-methanol (400 mg, 1.80 mmol) and triphenylphosphine (566 mg, 2.16 mmol) are dissolved in DCM (20 mL) and N-bromosuccinimide (384 mg, 2.16 mmol) is added. The mixture is stirred for 4 hrs at room temperature. Then the reaction mixture is purified by flash column chromatography directly (without work-up) to give 300 mg of 3-bromo-5-bromomethyl-4-chloro-pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-258e8df7d41d49aa933c5e7b0716d9b9 |
| Source note | uspto-grants-2015_11 |