Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N,N-Dimethylaniline | HCID 949 | — |
| Reactant | HCID 117701775 | HCID 117701775 | — |
| Product | HCID 71668255 | HCID 71668255 | 87% |
Reaction Steps
A solution of 7-(allyloxy)-3-methyl-2-(1-propanoylpiperidin-4-yl)-4H-chromen-4-one (920 mg, 2.59 mmol) obtained in Example 31-3 in dimethylaniline (4 mL) was heated with stirring at 200° C. for 6 hours. A 1 N aqueous hydrochloric acid solution (100 mL) was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate. The desiccant was filtered off, and then the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol=100/0→95/5) to obtain 798 mg of the title compound (yield: 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221811B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-97cd7076aca14537a433410c641c187d |
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| Source note | uspto-grants-2015_12 |
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