HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59370524, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Carbonate | HCID 11125 | — |
| Reactant | 2-Chloro-4-fluorobenzonitrile | HCID 109000 | — |
| Reactant | QUINOLINE, DECAHYDRO-, CIS- | HCID 6994355 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 59370524 | HCID 59370524 | 68% |
Reaction Steps
A solution (2 mL) of cis-decahydroquinoline (447 mg), 2-chloro-4-fluorobenzonitrile (500 mg) and lithium carbonate (237 mg) in dimethyl sulfoxide was reacted at 140° C. for 10 min in a microwave reaction apparatus. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=9:1→1:1) to give the title compound as a colorless oil (yield: 600 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592452B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-af03df7b9c7d4b0c8c00dc4c05704a1c |
| Source note | uspto-grants-2013_11 |