反応 #75152

反応方程式

1,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one methanesulfonate

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

sodium carbonate

→

8-[3-(1,3-dihydro-5-methyl-2-oxo-2H-benzimidazol-1-yl)propyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one

収率 24.0%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度The reaction mixture is cooled
2. 2
   workup.ADDITIONpoured onto water
3. 3
   ろ過The precipitated product is filtered off
4. 4
   その他purified by column-chromatography over silica gel using
5. 5
   workup.ADDITIONa mixture of trichloromethane and 10% of methanol as eluent
6. 6
   その他The pure fractions are collected
7. 7
   その他the eluent is evaporated
8. 8
   その他The residue is crystallized from a mixture of N,N-dimethylformamide and water

実験手順

A mixture of 5.68 parts of 1,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one methanesulfonate, 4.62 parts of 1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one, 3.7 parts of sodium carbonate and 45 parts of N,N-dimethylformamide is stirred for 1 hour at 60° C. The reaction mixture is cooled and poured onto water. The precipitated product is filtered off and 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 a mixture of N,N-dimethylformamide and water, yielding 2 parts (24%) of 8-[3-(1,3-dihydro-5-methyl-2-oxo-2H-benzimidazol-1-yl)propyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one; mp. 255.5° C.

出典