Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | tert-Butyl 7-methoxy-4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate | HCID 23433474 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 17797188 | HCID 17797188 | 45% |
Reaction Steps
To a flame dried 250 mL round bottom flask equipped with a magnetic stir bar and a N2 gas inlet was added IV (2.23 mg, 8.05 mmol) in dry THF (100 mL). The solution was cooled to 0° C. under a blanket of N2 and a 1.0M solution of ethyl magnesium bromide (EtMgBr) in methyl-tert-butyl ether (16.1 mL, 16.1 mmol, 2 equiv) was added via syringe. The solution was stirred at 0° C. for 1 h. The reaction was quenched with NH4Cl (saturated aqueous solution) extracted with EtOAc, dried (MgSO4), and concentrated to give V as a colorless oil (1.11 g, 3.61 mmol, 45%). Spectral data matched that previously disclosed for this compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06083956 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-e6d4baf56cfe4d998acfb62a08a5982a |
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| Source note | uspto-grants-2000_07 |
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