Benzoylacetone → 2Z-[(4-hexylphenyl)methylene]-1-phenyl-1,3-butanedione

HRID 1198214

Reaktionsgleichung

Reaktionsgleichung von HRID 1198214
[C:1]([CH2:9][C:10](=[O:12])[CH3:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:13]([C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>N1CCCCC1.C(OCC)C>[CH2:13]([C:19]1[CH:26]=[CH:25][C:22](/[CH:23]=[C:9](/[C:10](=[O:12])[CH3:11])\[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:8])=[CH:21][CH:20]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Komponenten

5

Edukt 2

HCID 7166Benzoylacetone2×HCID 170813Benzaldehyde, 4-hexyl-

Produkt 1

HCID 678204432Z-[(4-hexylphenyl)methylene]-1-phenyl-1,3-butanedione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8082PiperidineKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Benzoylacetone (0.65g, 0.004 moles), parahexylbenzaldehyde (0.76g, 0.004 moles) and piperidine (3 drops) were stirred in ethyl ether (10ml) for 20 hrs. An additional 200mg benzoylacetone was added and the solution stirred for 48 hrs. The solution was concentrated to an oil with a gentle stream of Nitrogen. The product was purified by silica gel chromatography. The structure assignment was supported by NMR, infrared and uv spectra and elemental analysis (334.5).

Aufarbeitung

  1. concentrationThe solution was concentrated to an oil with a gentle stream of Nitrogen
  2. customThe product was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-534fa26faf7540c49b873a3ed7cde52c
Quelldatensatz
uspto-grants-1994_01
Patentnummer
US05280047

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