HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 3-Bromo-4-(chloromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (3-Bromopyridin-4-yl)methanol | HCID 46840038 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromo-4-(chloromethyl)pyridine | HCID 66933309 | 118.2% |
Reaction Steps
To a solution of 3-bromo-4-(hydroxymethyl)pyridine (1.6 g, 8.4 mmol) in methylene chloride (90 mL) was added thionyl dichloride (1.6 mL, 22.0 mmol) dropwise over at 0° C. The reaction was stirred at room temperature for 2 h and then concentrated. The yellow solid was dried in a vacuum to afford the compound 5 (2.05 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376387B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-34289a9d3a81428eb86bfa29c3d4b45d |
| Source note | uspto-grants-2016_06 |