반응 #75141

반응 방정식

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

수율 44.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도the 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
   기타onto crushed ice
6. 6
   추출the product is extracted with methylbenzene
7. 7
   세척The extract is washed with water
8. 8
   기타dried
9. 9
   여과filtered
10. 10
    기타evaporated
11. 11
    기타The residue is crystallized from 2-propanol

실험 절차

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.

출처