HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-acetyl-2-pyridinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl 3-(chlorocarbonyl)pyridine-2-carboxylate | HCID 13239660 | — |
| Product | Methyl 3-acetyl-2-pyridinecarboxylate | HCID 15257078 | — |
Reaction Steps
Lithium methylsulfonylmethyl(methyl)cuprate(I) is chilled to -78°, and 2-methoxycarbonylnicotinoyl chloride (3.2 g, 16.0 mmol) is slowly added, keeping the temperature at -65° to -70°. The mixture is stirred at -78° for 1 hour, after which aq. ammonium chloride is added. The mixture is warmed to RT, poured into water and ethyl acetate and extracted with ethyl acetate. The combined organic phases are dried and reduced and the product is purified by prep. TLC to give methyl 3-acetyl-2-pyridinecarboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05098466 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-d83f53894d8c46e196a5c718e7927b6e |
| Source note | uspto-grants-1992_03 |