1-(p-Methoxyphenyl)-2-propanone → 4-Dimethylamino-3-(4-methoxyphenyl)-3-buten-2-one

HRID 11320

Reaktionsgleichung

Reaktionsgleichung von HRID 11320
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[O:12])[CH3:11])=[CH:5][CH:4]=1.OC[CH2:15][N:16]1[C:20](=O)C2=CC=CC=C2[C:17]1=O>CN(C)C=O>[CH3:15][N:16]([CH3:20])[CH:17]=[C:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:10](=[O:12])[CH3:11]

Komponenten

4

Edukt 2

HCID 312311-(p-Methoxyphenyl)-2-propanoneHCID 77499N-(2-Hydroxyethyl)phthalimide

Produkt 1

HCID 539901024-Dimethylamino-3-(4-methoxyphenyl)-3-buten-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

To a stirred solution of 1-(4-methoxy-phenyl)-propan-2-one (1, 8.37 g, 51.0 mmol) in N,N-dimethylformamide (200 mL) was added dimethoxymethyl-dimethyl-amine (2, 27 mL, 203 mmol). The reaction mixture was then stirred for 18 h at 85° C., allowed to cool to ambient temperature and excess solvent and reagents were removed under reduced pressure to give crude 4-dimethylamino-3-(4-methoxyphenyl)-but-3-en-2-one (3) as yellow oil which was used in the following step without further purification.

Aufarbeitung

  1. temperatureto cool to ambient temperature
  2. customexcess solvent and reagents were removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ba9cd433d44c4544b97682e7fc2afe04
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098211B2

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