HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 67299891, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | 2-Acetylpyridine | HCID 14286 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 67299891 | HCID 67299891 | 44.8% |
Reaction Steps
A solution of 2-acetylpyridine (5.0 g, 40 mmol) and diethyl oxalate (5.9 g, 40 mmol) in diethylether (75 ml) was cooled to 0° C. and treated with sodium ethylate (16.6 ml, 21% solution in ethanol). While stirring overnight, the reaction mixture was allowed to warm-up slowly to ambient temperature. The reaction mixture was acidified with acetic acid, diluted with water and extracted with diethylether. The combined organic phases were washed with water and brine, dried and evaporated. The isolated residue was triturated with heptane (30 ml) and diethylether (5 ml) for 2 h and the resulting suspension was filtrated to collect the product. This process was repeated to obtain the product as light brown solid (3.96 g, 44%). MS: M=220.1 (M−H)−
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470820B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-79a9b62a02774444927ec7eba59cd502 |
| Source note | uspto-grants-2013_06 |