HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-(Chloromethyl)-3-methylpyridine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (3-Methylpyridin-2-yl)methanol | HCID 1514369 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(Chloromethyl)-3-methylpyridine hydrochloride | HCID 13058683 | 100% |
Reaction Steps
To 2-hydroxymethyl-3-methylpyridine (90 mg, 0.73 mmol) in dry DCM (10 mL) at ambient temperature, add with stirring thionyl chloride (0.53 mL, 7.3 mmol). Continue stirring overnight, concentrate in vacuo, and azeotrope three times with chloroform. Triturate the residue with dry ether, filter, and dry under vacuum to obtain the title compound as a beige solid (130 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580780B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-1a63c0b1387343ab8379635ef461622c |
| Source note | uspto-grants-2013_11 |