Реакция #1569755

Уравнение реакции

1H-benzimidazole

sodium hydroxide

3-chlorobromopropane

→

1-(3-chloropropyl)-1H-benzimidazole

Выход 62.0%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   workup.ADDITIONwere added
2. 2
   workup.ADDITIONmixed for 5 min
3. 3
   Другоеto react for 2 hours
4. 4
   ТемператураThen the reaction solution was cooled down to ambient temperature
5. 5
   workup.ADDITIONOrganic phases were mixed
6. 6
   Промывкаwashed with 100 ml of saturated saline
7. 7
   ДругоеLiquid was separated
8. 8
   Другоеorganic phase was evaporated to dryness
9. 9
   Другоеto produce oily product
10. 10
    ДругоеOily products were separated
11. 11
    Другоеpurified by chromatography with neutral Al2O3

Методика

1H-benzimidazole (11.8 g, 0.10 mol) was dissolved into 200 ml of 20% wt. sodium hydroxide, 3-chlorobromopropane (31.4 g, 0.20 mol) and tetrabutyl ammonium bromide (1.0 g) were added, and mixed for 5 min. The mixture was heated to 60° C., stirred to react for 2 hours. Then the reaction solution was cooled down to ambient temperature, 100 ml of dichloromethane was added for extraction and liquid separation. To the aqueous phase, 100 of dichloromethane was added for extraction. Organic phases were mixed, washed with 100 ml of saturated saline. Liquid was separated, and organic phase was evaporated to dryness to produce oily product. Oily products were separated and purified by chromatography with neutral Al2O3 to produce 12.0 g of 1-(3-chloropropyl)-1H-benzimidazole, with a yield of 62.0%.

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