반응 #1517

반응 방정식

p-toluylic acid

N-bromosuccinimide

→

4-bromomethylbenzoic acid

수율 65.3%

용매

carbon tetrachloride

반응 조건

후처리

1. 1
   기타a reaction
2. 2
   온도under reflux for 2 hours
3. 3
   기타After completion of the reaction
4. 4
   온도the reaction mixture was cooled in ice bath
5. 5
   여과The deposited crystalline product was collected by filtration, which
6. 6
   세척was then washed with hexane and water
7. 7
   기타by drying
8. 8
   기타The resultant crystalline product was recrystallized from ethanol
9. 9
   기타to obtain

실험 절차

39.7 g (287 mmol) of p-toluylic acid, 51.2 g (287 mmol) of N-bromosuccinimide and 2.8 g (11.5 mmol) of dibenzoyl peroxide were suspended in 350 ml of carbon tetrachloride. Then, the resultant mixture was heated with vigorously stirring to perform a reaction under reflux for 2 hours. After completion of the reaction, the reaction mixture was cooled in ice bath. The deposited crystalline product was collected by filtration, which was then washed with hexane and water, followed by drying. The resultant crystalline product was recrystallized from ethanol to obtain 40.3 g of 4-bromomethylbenzoic acid as a white needle crystal (isolated yield: 65%).

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