Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Selenium Dioxide | HCID 24007 | — |
| Reactant | HCID 12045062 | HCID 12045062 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 12045063 | HCID 12045063 | 71% |
Reaction Steps
A mixture of the preceding diester 3 (step 2) (11.5 g, 34 mmol) and selenium dioxide (6.7 g, 60 mmol) in 50 ml of 1,4-dioxane is heated under reflux for 12 hours. After cooling to 20° C., the reaction mixture is filtered on Celite® and concentrated under reduced pressure. The residue is chromatographed on a silica column, eluting a 4/1 cyclohexane/ethyl acetate mixture so as to give 8.6 g (71%) of n-butyl 8-(2,2-dimethylpropionyloxy)-2-formylquinoline-7-carboxylate 4. White solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07064133B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-35e1edbe4e3049e18973e52db046d8d5 |
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| Source note | uspto-grants-2006_06 |
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