Water → 2,3-bis(4-fluorophenyl)-1-methyl-1H-pyrrole

HRID 1156313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1156313
[H-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:11][CH:12]=[CH:13][C:14]=2[C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)=[CH:6][CH:5]=1.[CH3:22]I.O>CS(C)=O>[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]([CH3:22])[CH:12]=[CH:13][C:14]=2[C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)=[CH:6][CH:5]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 111079192,3-bis(4-fluorophenyl)-1H-pyrrole

Produkt 1

HCID 128733522,3-bis(4-fluorophenyl)-1-methyl-1H-pyrroleAusbeute 79,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel2×

Versuchsvorschrift

To a mixture of 1.5 g (0.038 mole) of 60% sodium hydride dispersion and 100 ml DMSO was added dropwise a solution of 5.1 g (0.02 mole) of 2,3-bis(4-fluorophenyl)-1H-pyrrole in 25 ml DMSO. After the mixture was stirred one hour at room temperature, 5.6 g (0.04 mole) of methyl iodide was added dropwise. The mixture was stirred at room temperature overnight, then poured into water and extracted with ether. The ether extracts were backwashed with water three times, then dried and concentrated. The crude solid was recrystallized from hexane to give 4.3 g of product, m.p. 129°-129.5°.

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature overnight
  2. extractionextracted with ether
  3. customdried
  4. concentrationconcentrated
  5. customThe crude solid was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-00f35e09df13456d878e47f25e242bbd
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04335136

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