3',4',5'-Trimethoxyacetophenone → (E)-3-(6-Methoxyindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-one

HRID 618114

Reaktionsgleichung

Reaktionsgleichung von HRID 618114
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13](=[O:15])[CH3:14])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:16][O:17][C:18]1[CH:26]=[C:25]2[C:21]([C:22]([CH:27]=O)=[CH:23][NH:24]2)=[CH:20][CH:19]=1>>[CH3:16][O:17][C:18]1[CH:26]=[C:25]2[C:21]([C:22](/[CH:27]=[CH:14]/[C:13]([C:5]3[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)=[O:15])=[CH:23][NH:24]2)=[CH:20][CH:19]=1

Komponenten

3

Edukt 2

HCID 143453',4',5'-TrimethoxyacetophenoneHCID 9072146-Methoxy-1H-indole-3-carboxaldehyde

Produkt 1

HCID 21850283(E)-3-(6-Methoxyindol-3-yl)-1-(3,4,5-trimethoxyphenyl)-2-propen-1-oneAusbeute 32 %

Versuchsvorschrift

Substantially the same procedure as in Example 1 was repeated using 3',4',5'-trimethoxyacetophenone (659 mg) and 6-methoxyindole-3-carboxaldehyde (550 mg) except that the reaction solution was concentrated under reduced pressure, that the residue was purified by silica gel column chromatography, and that the obtained crude crystals were recrystallized from ethanol, to give Compound 39 (369 mg).

Aufarbeitung

  1. concentrationwas concentrated under reduced pressure, that the residue
  2. customwas purified by silica gel column chromatography
  3. customthat the obtained crude crystals
  4. customwere recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f3c262c37ecd43e0955d3e99bad2ecf7
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05952355

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