HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Methoxy-5-(methoxymethoxy)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromomethyl methyl ether | HCID 83093 | — |
| Reactant | 5-Hydroxy-2-methoxypyridine | HCID 11622335 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Methoxy-5-(methoxymethoxy)pyridine | HCID 12027784 | 49,257.801% |
Reaction Steps
To a mixture of 6-methoxypyridin-3-ol (25 g, 0.2 mol) and K2CO3 (82.8 g, 0.6 mol) in DMF (250 mL) was added bromomethyl methyl ether (30 g, 0.24 mmol) slowly at rt for a period of 1 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified on silica gel with 25% EtOAc/hexanes as eluent to give 2-methoxy-5-(methoxymethoxy)pyridine (20 g, 59%) as a colorless oil. LRMS (M+H+) m/z 170.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012450B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-933c4e871b9b4fc18f90e8b5eb4b68b1 |
| Source note | uspto-grants-2015_04 |