Flavanone → 3(3-Acetylaminobenzylidene)-flavanone

HRID 476606

Reaktionsgleichung

Reaktionsgleichung von HRID 476606
[O:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[CH2:3][CH:2]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C:18]([NH:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH:25]=O)(=[O:20])[CH3:19]>N1CCCCC1.C(Cl)(Cl)Cl>[C:18]([NH:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH:25]=[C:3]1[C:4](=[O:5])[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[O:1][CH:2]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:20])[CH3:19]

Komponenten

5

Edukt 2

HCID 10251FlavanoneHCID 256849N-(3-formylphenyl)acetamide

Produkt 1

HCID 544909013(3-Acetylaminobenzylidene)-flavanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8082PiperidineKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A solid mixture of 9 g flavanone, 7.2 g 3-acetylaminobenzaldehyde and 5 drops piperidine is heated at 150°-160° C. for 3 hours. After allowing to cool, the crude brown glass is dissolved in chloroform and eluted from silicagel with chloroform. The pale yellow oil, obtained on evaporation of the solvent is crystallized from hexane and ethyl acetate to give 3(3-acetylaminobenzylidene)-flavanone as a cream coloured solid; m.p. 172°-173° C.

Aufarbeitung

  1. temperatureis heated at 150°-160° C. for 3 hours
  2. temperatureto cool
  3. washeluted from silicagel with chloroform
  4. customThe pale yellow oil, obtained on evaporation of the solvent
  5. customis crystallized from hexane and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-a9263f90fdaa436fa0e4abe4c0c2c154
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04885298

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