反应 #75141

反应方程式

1-bromo-3-chloropropane

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

sodium hydride

→

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

收率 44.0%

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   温度the whole is cooled to 0°-5° C.
2. 2
   workup.STIRRINGUpon completion, stirring
3. 3
   workup.WAITis continued for 3 hours at room temperature
4. 4
   workup.ADDITIONThe reaction mixture is poured
5. 5
   其他onto crushed ice
6. 6
   萃取the product is extracted with methylbenzene
7. 7
   洗涤The extract is washed with water
8. 8
   其他dried
9. 9
   过滤filtered
10. 10
    其他evaporated
11. 11
    其他The residue is crystallized from 2-propanol

实验过程

To a stirred solution of 8.5 parts of 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one in 45 parts of N,N-dimethylformamide are added portionwise 1.7 parts of a sodium hydride dispersion 78%. After stirring for 1 hour at room temperature, the whole is cooled to 0°-5° C. and 8.65 parts of 1-bromo-3-chloropropane are added dropwise (slowly). Upon completion, stirring is continued for 3 hours at room temperature. The reaction mixture is poured onto crushed ice and the product is extracted with methylbenzene. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from 2-propanol, yielding 5.5 parts (44%) of 1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one; mp. 115° C.

来源