HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(3-Fluorophenyl)-4-oxocyclohexanecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 58380928 | HCID 58380928 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(3-Fluorophenyl)-4-oxocyclohexanecarbonitrile | HCID 21433619 | 69.7% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of 1-cyano-1-(3-fluorophenyl)-3-methoxycarbonylcyclohexan-4-one (57, 51 g, 185 mmol), water (54.8 mL) and DMSO (840 mL) was heated and stirred at 150° C. for 3 hours, followed by stirring at room temperature overnight. The reaction mixture was evaporated and purified by chromatography on silica gel. Elution with ethyl acetate/heptane (5%:95% to 30%:70%) gave 28 g of desired material as a solid product. Rt=3.89 min (Method 3). Detected mass: 218.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541449B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-c826da8d534e40158cc0e144bb4304b5 |
| Source note | uspto-grants-2013_09 |