反応 #75141

反応方程式

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

収率 44.0%

溶媒

N,N-dimethylformamide

反応条件

後処理

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
   その他onto crushed ice
6. 6
   抽出the product is extracted with methylbenzene
7. 7
   洗浄The extract is washed with water
8. 8
   その他dried
9. 9
   ろ過filtered
10. 10
    その他evaporated
11. 11
    その他The residue is crystallized from 2-propanol

実験手順

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.

出典