HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 59030592, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 68859189 | HCID 68859189 | — |
| Solvent | Ethylacetate methanol | HCID 21584119 | — |
| Product | HCID 59030592 | HCID 59030592 | 68% |
Reaction Steps
The crude methyl 5-cyano-2-oxo-5-(pyrimidin-2-yl)cyclohexanecarboxylate was completely dissolved in THF/MeOH (1/1, 8 mL) and the clear solution was treated with 1 M aqueous KOH (3.0 mL, 1.2 equiv.) and H2O (2.5 mL). After being refluxed for 24 h, The organic solvent was removed under reduced pressure. The concentrated reaction was diluted (H2O), neutralized (10% citric acid) and extracted (3×DCM). The combined organics were dried (Na2SO4) and concentrated under reduced pressure to provide 4-oxo-1-(pyrimidin-2-yl)cyclohexanecarbonitrile (333 mg, 1.66 mmol, 68% yield) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772296B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-9f5f0c5ce75f41c0bdcf0597410c8624 |
| Source note | uspto-grants-2014_07 |