Hydrochloric Acid → 2-Methyl-4-phenylquinolin-8-ol

HRID 1604585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1604585
[OH:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[C:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=O)/[CH:10]=[CH:11]/[CH3:12].Cl.O.N>>[OH:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:3]=1[N:4]=[C:11]([CH3:12])[CH:10]=[C:9]2[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 58012-AminophenolHCID 231934Phenyl propenyl ketoneHCID 12896473Azane;hydrate

Produkt 1

HCID 196034182-Methyl-4-phenylquinolin-8-olAusbeute 55,7 %

Versuchsvorschrift

A mixture of 2-hydroxyaniline (2 g), crotonoylbenzene (8.03 g) and concentrated hydrochloric acid (8 ml) was refluxed for 24 hours. The mixture was neutralized with concentrated ammonia water under ice-cooling, and extracted with chloroform. The organic layer was washed with brine, dried over magnesium sulfate and concentrated in vacuo. The residue was purified according to a conventional manner to give 8-hydroxy-2-methyl-4-phenylquinoline (2.4 g) as an oil.

Aufarbeitung

  1. temperaturewas refluxed for 24 hours
  2. temperaturecooling
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-94f642f325e0476c8ea84bc8f709a403
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05994368

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