Hydroquinone → 1-(2-Methacryloyloxyethyl)indole

HRID 2228369Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2228369
Cl[CH2:2][CH2:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5]1.[C:13]([O-:18])(=[O:17])[C:14]([CH3:16])=[CH2:15].[K+].[I-].[K+].C1(C=CC(O)=CC=1)O>CN(C)C=O>[C:13]([O:18][CH2:2][CH2:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5]1)(=[O:17])[C:14]([CH3:16])=[CH2:15]

Komponenten

6

Edukt 4

HCID 785HydroquinoneHCID 4875Potassium IodideHCID 108992601-(2-chloroethyl)-1H-indoleHCID 23667354Potassium methacrylate

Produkt 1

HCID 184697791-(2-Methacryloyloxyethyl)indoleAusbeute 78,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Next, to a flask of 200 ml capacity fitted with a stirrer and cooling tube, there were introduced 15.4 g of 1-(2-chloroethyl)indole, 21.3 g of potassium methacrylate, 7.1 g of potassium iodide, 40 ml of N,N-dimethyl formamide and a small amount of hydroquinone. The mixture was heated to 100° C. and was stirred for 2.5 hours. After completion of the reaction, the insoluble material was removed by filtration, and concentration was performed under reduced pressure. This reaction mixture was then purified by column chromatography using silica gel, to obtain 15.5 g of 1-(2-methacryloyloxyethyl)indole.

Aufarbeitung

  1. customNext, to a flask of 200 ml capacity fitted with a stirrer
  2. temperaturecooling tube
  3. customAfter completion of the reaction
  4. customthe insoluble material was removed by filtration, and concentration
  5. customThis reaction mixture was then purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-635e3ff93a264caeb7583e02896f6427
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06416939B1

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