Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 12751739 | HCID 12751739 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 15487623 | HCID 15487623 | — |
Reaction Steps
41 Grams of 8-allyloxy-3,4-dihydro-5-hydroxy-2(1H)-quinolinone was dissolved in 500 ml of ethanol, under stirring 30 ml of piperidine and 30 ml of 37%-formalin were added to this solution, this mixture was stirred at 70° C. for 4 hours. After cooled, the reaction mixture was concentrated to dryness, extracted with 1 liter of methylene chloride, the extract was washed with water and dried, again concentrated to dryness. The residue was purified by a silica gel column chromatography (eluent: methylene chloride: ethyl acetate=20:1). The purified product was recrystallized from ethyl acetate, there was obtained 61g of 8-allyloxy-3,4-dihydro-5-hydroxy-6-(1-piperidinyl)methyl-2(1H)-quinolinone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06133264 |
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| Source dataset | uspto-grants-2000_10 |
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| ORD ID | ord-9f582814bad6479fbb33fae86153c989 |
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| Source note | uspto-grants-2000_10 |
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