Trityl chloride → Bifonazole

HRID 1111658

Reaktionsgleichung

Reaktionsgleichung von HRID 1111658
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)Cl)=[CH:3][CH:2]=1.C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)Cl)C=CC=CC=1.C[Si]([C:45]1[NH:46][CH:47]=[CH:48][N:49]=1)(C)C>C(#N)C>[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([CH:7]([N:46]2[CH:47]=[CH:48][N:49]=[CH:45]2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 6456Trityl chlorideHCID 1110064-(Chlorophenylmethyl)-1,1'-biphenyl2×HCID 14420972TMS-Imidazole

Produkt 1

HCID 2378BifonazoleAusbeute 52,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

167 g (0.6 mol) of biphenyl-4-yl-phenyl-chloromethane [alternatively named as diphenyl-phenyl-chloromethane or as α-(biphenyl-4-yl)benzyl chloride] and 92 g (0.66 mol) of trimethylsilylimidazole, dissolved in 500 ml of acetonitrile, are heated under reflux for 15 hours. After distilling off the solvent, the crystalline residue is purified by recrystallization from ethyl acetate. 97 g (52% of theory) of (biphenyl-4-yl)-imidazol-1-yl-phenylmethane of melting point 142° C. are obtained.

Aufarbeitung

  1. temperatureare heated
  2. temperatureunder reflux for 15 hours
  3. distillationAfter distilling off the solvent
  4. customthe crystalline residue is purified by recrystallization from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-5bffc8abda5f4c0ba78b60f58d66befa
Quelldatensatz
uspto-grants-1978_10
Patentnummer
US04118487

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