Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Hydroxyquinoline | HCID 6038 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Quinoline | HCID 7047 | — |
Reaction Steps
In a 100 ml flask was placed starting material quinolone (4.22 g) and dioxane (40 ml). POCl3 (4.6 g) was added, and the mixture was heated to 75° C. After 2 hours, HPLC showed the reaction finished (99.7% conversion). Reaction mixture was cooled to room temperature, and then poured to 100 ml saturated NaHCO3 solution and 20 ml EtOAc. The resulting suspension was stirred for 3 hours. Product was isolated by filtration, washing with EtOAc and drying under vacuum. Yield: 4.0 g, 90.9%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362035B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-5c7ad6e0d2fb49b3b58b2d59d9b328d6 |
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| Source note | uspto-grants-2013_01 |
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