Реакция #75180

Уравнение реакции

1-(3-chloropropyl)-1H-benzimidazole

1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one

sodium carbonate

potassium iodide

→

8-[3-(1H-benzimidazol-1-yl)propyl]-1-phenyl-1,3,8-triazaspiro-[4,5]decan-4-one

Выход 25.0%

Растворители

4-methyl-2-pentanone

water

Условия реакции

Обработка

1. 1
   Температураrefluxed overnight
2. 2
   ТемператураThe reaction mixture is cooled
3. 3
   Другоеthe layers are separated
4. 4
   ДругоеThe organic phase is dried
5. 5
   Фильтрацияfiltered
6. 6
   Другоеevaporated
7. 7
   ДругоеThe residue is purified by column-chromatography over silica gel using
8. 8
   workup.ADDITIONa mixture of trichloromethane and methanol (90:10 by volume) as eluent
9. 9
   ДругоеThe pure fractions are collected
10. 10
    Другоеthe eluent is evaporated
11. 11
    ДругоеThe residue is crystallized from 4-methyl-2-pentanone

Методика

A mixture of 6 parts of 1-(3-chloropropyl)-1H-benzimidazole, 4.6 parts of 1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one, 10 parts of sodium carbonate, 0.1 parts of potassium iodide and 80 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. The reaction mixture is cooled, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 4-methyl-2-pentanone, yielding 2parts (25%) of 8-[3-(1H-benzimidazol-1-yl)propyl]-1-phenyl-1,3,8-triazaspiro-[4,5]decan-4-one; mp. 191° C.

Источник