Hydrochloric Acid → 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal oxime

HRID 2072519Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2072519
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:16])[CH:14]=O)=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:17]=[CH:18][CH:19]=[CH:20][C:3]1=2.Cl.[NH2:22][OH:23].[OH-].[Na+].Cl>O.C(O)C>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:16])[CH:14]=[N:22][OH:23])=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:17]=[CH:18][CH:19]=[CH:20][C:3]1=2

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 214093832-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal

Produkt 1

HCID 867351132-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal oxime

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 0.288 g. of 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal in 4 ml. of ethanol is added a solution of 0.12 g. of hydroxylamine hydrochloride and 0.11 g. of sodium hydroxide in 0.4 ml. of water. The mixture is refluxed briefly, then acidified with dilute hydrochloric acid and extracted with ethyl acetate. The extract is washed, dried and evaporated to yield a crude product which is chromatographed on silica gel, eluting with chloroform:methanol (19:1) to afford 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal oxime.

Aufarbeitung

  1. temperatureThe mixture is refluxed briefly
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed
  4. customdried
  5. customevaporated
  6. customto yield a crude product which
  7. customis chromatographed on silica gel
  8. washeluting with chloroform:methanol (19:1)

Quellen und Nachweise

ORD-Eintrag
ord-9940313b5bd84752ba23d78d396ad60d
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04051260

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