Реакция #75167

Уравнение реакции

1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

4-(4-chlorophenyl)-4-piperidinol

sodium carbonate

potassium iodide

→

1-{3-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]-propyl}-1,3-dihydro-2H-benzimidazol-2-one

Выход 26.0%

Растворители

4-methyl-2-pentanone

water

Условия реакции

Обработка

1. 1
   Температураrefluxed for 36 hours
2. 2
   Другоеthe layers are separated
3. 3
   ДругоеThe organic phase is dried
4. 4
   Фильтрацияfiltered
5. 5
   Другоеevaporated
6. 6
   ДругоеThe residue is purified by column-chromatography over silica gel using
7. 7
   workup.ADDITIONa mixture of trichloromethane and 10% of methanol as eluent
8. 8
   ДругоеThe pure fractions are collected
9. 9
   Другоеthe eluent is evaporated
10. 10
    ДругоеThe residue is crystallized from methylbenzene

Методика

A mixture of 2.3 parts of 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one, 2.12 parts of 4-(4-chlorophenyl)-4-piperidinol, 3.2 parts of sodium carbonate, 0.1 parts of potassium iodide and 80 parts of 4-methyl-2-pentanone is stirred and refluxed for 36 hours. After cooling to room temperature, 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 10% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from methylbenzene, yielding 1 part (26%) of 1-{3-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]-propyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 134.2° C.

Источник