1,2-Dimethylindole → 4-(1,2-Dimethyl-3-indolyl)-2,3-dichloro-4-oxo-2-butenoic acid

HRID 616791

Reaktionsgleichung

Reaktionsgleichung von HRID 616791
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH3:11].[Cl:12][C:13]1=[C:14]([Cl:20])[C:15]([O:17][C:18]1=[O:19])=[O:16]>C(Cl)CCl>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:15](=[O:16])[C:14]([Cl:20])=[C:13]([Cl:12])[C:18]([OH:19])=[O:17])=[C:3]1[CH3:11]

Komponenten

4

Edukt 2

HCID 134081,2-DimethylindoleHCID 70728Dichloromaleic anhydride

Produkt 1

HCID 2362024-(1,2-Dimethyl-3-indolyl)-2,3-dichloro-4-oxo-2-butenoic acidAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

A mixture of 10.0 g (0.07 mole) of 1,2-dimethylindole, 12.0 g (0.07 mole) of dichloromaleic anhydride and 200 ml of ethylene dichloride was stirred at ambient temperature for approximately eighteen hours. The solid present in the reaction mixture was collected by filtration. After drying at 60° C in vacuo there was obtained 20.0 g of 4-(1,2-dimethyl-3-indolyl)-2,3-dichloro-4-oxo-2-butenoic acid (Formula VIII: R=R1 =CH3 ; Y=H) as a pale blue solid which melted over the range 150° to 153° C. Infrared spectral analysis showed a maximum at 1712 (C=0; s) cm-1.

Aufarbeitung

  1. filtrationThe solid present in the reaction mixture was collected by filtration
  2. customAfter drying at 60° C in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-281d4c2a1f874541998c68024388dc13
Quelldatensatz
uspto-grants-1978_02
Patentnummer
US04075224

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