HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → Pyridine, 2-(bromomethyl)-6-(difluoromethoxy)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | [6-(Difluoromethoxy)pyridin-2-yl]methanol | HCID 69083466 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Pyridine, 2-(bromomethyl)-6-(difluoromethoxy)- | HCID 69082287 | — |
Reaction Steps
A solution of (6-(difluoromethoxy)pyridin-2-yl)methanol (250 mg; 1.42 mmol) in anh. DCM (12 ml) was treated at rt with CBr4 (473 mg; 1.42 mmol), and with PPh3 (374 mg; 1.42 mmol). The resulting mixture was further stirred at rt, under nitrogen, for 1 h. Concentration to dryness under reduced pressure, and subsequent purification by FC (DCM) afforded 2-(bromomethyl)-6-(difluoromethoxy)pyridine as a yellow oil which was directly used for the next reaction. LC-MS (conditions D): tR=0.95 min.; [M+H]+: 237.82 g/mol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242970B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-44728ec98ec64f56bc4d4d90520694a4 |
| Source note | uspto-grants-2016_01 |