Реакция #214061

Уравнение реакции

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

Выход 84.7%

Растворители

acetone

acetonitrile

Условия реакции

Обработка

1. 1
   Температураthe mixture was heated
2. 2
   Температураunder reflux for 40 hours
3. 3
   КонцентрированиеThereafter, it was concentrated
4. 4
   workup.DISTILLATIONby distilling off the solvent in vacuo
5. 5
   ПромывкаThe methylene chloride mixture was washed three times with 100 ml of water each time
6. 6
   Сушкаdried over sodium sulphate
7. 7
   Концентрированиеconcentrated again in vacuo
8. 8
   Другоеthe precipitate which had formed
9. 9
   Фильтрацияwas filtered off
10. 10
    Другоеdried

Методика

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##

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