HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 5-Bromo-2-(chloromethyl)pyridine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (5-Bromopyridin-2-yl)methanol | HCID 5200169 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Bromo-2-(chloromethyl)pyridine hydrochloride | HCID 53438200 | 69.2% |
Reaction Steps
To a toluene (20.0 mL) solution of (5-bromo-pyridin-2-yl)-methanol (4.70 g, 25.0 mmol) described in Manufacturing Example 54-1-1 was added dropwise thionyl chloride (3.65 mL, 50.1 mmol) on an ice bath (0° C.) under nitrogen atmosphere, which was stirred for 5 minutes at room temperature. The solvent was evaporated under a reduced pressure to obtain the title compound (4.2 g, 69.2%) as a hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841327B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-af0f2de5e29f4673ac9136e79a08340c |
| Source note | uspto-grants-2014_09 |