HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-Chloro-5-methoxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-hydroxypyridine | HCID 819821 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Chloro-5-methoxypyridine | HCID 15169000 | 84% |
Reaction Steps
Under a nitrogen atmosphere, potassium carbonate (5.52 g) was added to a mixture of 2-chloro-5-hydroxy-pyridine (2.591 g), methyl iodide (1.50 ml) and dimethylformamide (26 ml), and the mixture was stirred at room temperature for 18 hr. To the reaction mixture was added ethyl acetate and the mixture was placed in a separatory funnel. The organic layer was washed 4 times with aqueous ammonium chloride, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title compound (2.403 g, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871934B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-e3bd58d2ee4a48a0b11f5c784f2e9c5b |
| Source note | uspto-grants-2014_10 |