Reaktion #214061

Reaktionsgleichung

1,5-naphthalenedisulphonic acid

1-bromo-1-(4-chlorophenoxy)-3,3-dimethyl-4-chloro-butan-2-one

imidazole

→

1-(4-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethyl-4-chloro-butan-2-one naphthalene-1,5-disulphonate

Ausbeute 84.7%

Lösungsmittel

acetone

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux for 40 hours
3. 3
   EinengenThereafter, it was concentrated
4. 4
   workup.DISTILLATIONby distilling off the solvent in vacuo
5. 5
   WaschenThe methylene chloride mixture was washed three times with 100 ml of water each time
6. 6
   Trocknendried over sodium sulphate
7. 7
   Einengenconcentrated again in vacuo
8. 8
   Sonstigethe precipitate which had formed
9. 9
   Filtrationwas filtered off
10. 10
    Sonstigedried

Vorschrift

17 g (0.05 mol) of crude 1-bromo-1-(4-chlorophenoxy)-3,3-dimethyl-4-chloro-butan-2-one were dissolved in 100 ml of absolute acetonitrile. 12 g (0.175 mol) of imidazole were added to this solution and the mixture was heated under reflux for 40 hours. Thereafter, it was concentrated by distilling off the solvent in vacuo and the residue was taken up in 300 ml of methylene chloride. The methylene chloride mixture was washed three times with 100 ml of water each time, dried over sodium sulphate and concentrated again in vacuo. The residue was taken up in 100 ml of acetone, and a solution of 9 g (0.038 mol) of 1,5-naphthalenedisulphonic acid in 50 ml of acetone was added. After 2 hours, the precipitate which had formed was filtered off and dried. 19.8 g (80.7% of theory) of 1-(4-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethyl-4-chloro-butan-2-one naphthalene-1,5-disulphonate of melting point 266°- 267° C. were obtained. ##STR14##

Quelle