Methyl vinyl ketone → 1-(2H-1-Benzopyran-3-yl)ethanone

HRID 1110417Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1110417
[CH:1](=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[O:10]=[C:11]([CH3:14])[CH:12]=[CH2:13].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[C:11]([C:12]1[CH2:13][O:4][C:3]2[C:2]([CH:1]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2)(=[O:10])[CH3:14]

Komponenten

5

Edukt 3

HCID 6570Methyl vinyl ketoneHCID 6998SalicylaldehydeHCID 11430Potassium Carbonate

Produkt 1

HCID 400671-(2H-1-Benzopyran-3-yl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

1.22 g (10 mmol) of salicylaldehyde together with 0.66 g (10 mmol) of 3-oxo-1-butene are added at room temperature to a suspension of 0.14 g (1 mmol) of potassium carbonate in 50 ml of 2™butanone. The mixture is brought to reflux with stirring and this temperature is maintained for 4 hours. The reaction medium is evaporated on a water bath under vacuum and the residue taken up with 100 ml of water and extracted three times with 75 ml of diethyl ether. The organic phases are combined, washed to neutrality with saturated aqueous sodium chloride solution, dried over sodium sulfate and filtered, the filtrate is evaporated on a water bath under vacuum and the product recrystallized in hexane

Aufarbeitung

  1. temperatureto reflux
  2. temperaturethis temperature is maintained for 4 hours
  3. customThe reaction medium is evaporated on a water bath under vacuum
  4. extractionextracted three times with 75 ml of diethyl ether
  5. washwashed to neutrality with saturated aqueous sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customthe filtrate is evaporated on a water bath under vacuum
  9. customthe product recrystallized in hexane

Quellen und Nachweise

ORD-Eintrag
ord-094515ef93994374a686e618ada6815d
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04975455

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