Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | 1,3-Butadiene | HCID 7845 | — |
| Reactant | 2,6-Dihydroxyquinoline | HCID 177065 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 15670956 | HCID 15670956 | 34.9% |
Reaction Steps
6-hydroxyquinoline-2-one (481 mg) and orthophosphoric acid (0.55 ml) were dissolved in 5 ml of benzene, and thereto was added dropwise with stirring 297 mg of butadiene dissolved in 5 ml of benzene. The resulting mixture was heated under reflux at 80° C. for 12 hours. The reaction liquid was poured into ice-cold water and extracted with 100 ml of ethyl acetate. The extracted liquor was washed with water and the ethyl acetate solution was dehydrated by addition of anhydrous sodium sulfate and filtered. The solvent in the filtrate was distilled away under reduced pressure. The resulting residue was recrystallized from ethanol to give 224 mg of white needle-like crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05093339 |
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| Source dataset | uspto-grants-1992_03 |
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| ORD ID | ord-27577c7e37654c75b963be671b0e5eea |
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| Source note | uspto-grants-1992_03 |
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