Imidazole → 1-(2,4-Dimethylphenyl)-1H-imidazole

HRID 276154

Reaktionsgleichung

Reaktionsgleichung von HRID 276154
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1Cl.[NH:10]1[CH:14]=[CH:13][N:12]=[CH:11]1.CC[O-].[Na+]>C(O)C.C1COCC1>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1

Komponenten

6

Edukt 3

HCID 795ImidazoleHCID 5231531-Chloro-2,4-dimethylbenzeneHCID 2723922Sodium ethoxide

Produkt 1

HCID 101301771-(2,4-Dimethylphenyl)-1H-imidazoleAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

30 mmol of 2,4-dimethylchlorobenzene (4.2 g), 40 mmol of imidazole (2.7 g), 35 mmol of NaOEt solution in ethanol (10% by weight) and 230 mg of trans-di-μ-chlorobis[2-[bis(1,1-dimethylethyl)phosphino]-2-methylpropyl-C,P]dipalladium(II) (1.0 mol %) are suspended in 50 ml of THF and heated at 110° C. in a pressure tube for 9 hours. After removal of the salts by filtration, the solvent is removed under reduced pressure. This gives crude 1-(2,4-dimethylphenyl)imidazole as a brown liquid which can be purified by distillation (boiling point: 122° C./12 torr); yield: 48%.

Aufarbeitung

  1. customAfter removal of the salts
  2. filtrationby filtration
  3. customthe solvent is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5b8e81b3e9e441b5918ccc6788957777
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06353136B1

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