Allyl Alcohol → HCID 18617566, Verbindung

HRID 1264312Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1264312
[O:1]=[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][CH:9]=2)=[CH:4][NH:3]1.[CH2:19](O)C=C>CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[O:1]=[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH:16]=[CH2:19])=[O:13])=[CH:10][CH:9]=2)=[CH:4][NH:3]1

Komponenten

4

Edukt 2

HCID 7858Allyl AlcoholHCID 18617564Ethyl 4-(6-oxo-1,6-dihydropyridin-3-yl)benzoate

Produkt 1

HCID 18617566HCID 18617566, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 11026Titanium isopropoxideKatalysator2×

Versuchsvorschrift

To a solution of ethyl 4-(2-oxo-2H-pyridin-5-yl)benzoate (1.24 g, 5.10 mmoles, reference example 36f) in allyl alcohol (50 mL) was added titanium (IV) isopropoxide. The resulting mixture was heated to 70° C. for seven hours at which point more titanium (IV) isopropoxide (3 mL) was added. After 18 hours the heat was removed and 1N HCl solution (50 mL) was added followed by extraction with CH2Cl2 (200 mL). The organic layer was isolated and concentrated to give the title compound in quantitative yield. MS (ion spray) m/z 256 (M+H)+.

Aufarbeitung

  1. additionwas added
  2. customAfter 18 hours the heat was removed
  3. addition1N HCl solution (50 mL) was added
  4. extractionfollowed by extraction with CH2Cl2 (200 mL)
  5. customThe organic layer was isolated
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-62f61683d4c54a9d8b9daa72a035e847
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06541505B1

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