tert-Butanol → HCID 23159792, Verbindung

HRID 1011430Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1011430
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[C:6](C(O)=O)[CH:7]=[N:8]2.CC[N:18]([CH2:21]C)CC.N(P(=O)(OC1C=CC=CC=1)[O:27]C1C=CC=CC=1)=[N+]=[N-].[C:42]([OH:46])([CH3:45])([CH3:44])[CH3:43]>>[C:42]([O:46][C:21]([NH:18][C:6]1[CH:7]=[N:8][C:9]2[C:4]([CH:5]=1)=[C:3]([O:2][CH3:1])[CH:12]=[CH:11][CH:10]=2)=[O:27])([CH3:45])([CH3:44])[CH3:43]

Komponenten

5

Edukt 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 123414Diphenylphosphoryl azideHCID 231597415-Methoxyquinoline-3-carboxylic acid

Produkt 1

HCID 23159792HCID 23159792, Verbindung

Versuchsvorschrift

To a solution of 5-methoxy-3-quinolinecarboxylic acid (2 g, 10 mmol) prepared in stage A of example 9 in tert-BuOH (15 mL) was added NEt3 (1.2 g, 12 mmol) and diphenyl azidophosphonate (DPPA) (2.1 mL, 10 mmol). The reaction mixture is refluxed for 24 hours. The solvent is evaporated under vacuum and the residue is dissolved in AcOEt (50 mL) and washed with a saturated NaHCO3 solution. After drying, the solvent is evaporated under vacuum affording the title compound.

Aufarbeitung

  1. temperatureThe reaction mixture is refluxed for 24 hours
  2. customThe solvent is evaporated under vacuum
  3. dissolutionthe residue is dissolved in AcOEt (50 mL)
  4. washwashed with a saturated NaHCO3 solution
  5. customAfter drying
  6. customthe solvent is evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-508f4deec15345079de4055d83592843
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977354B2

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