反応 #1517

反応方程式

p-toluylic acid

N-bromosuccinimide

→

4-bromomethylbenzoic acid

収率 65.3%

溶媒

carbon tetrachloride

反応条件

後処理

1. 1
   その他a reaction
2. 2
   温度under reflux for 2 hours
3. 3
   その他After completion of the reaction
4. 4
   温度the reaction mixture was cooled in ice bath
5. 5
   ろ過The deposited crystalline product was collected by filtration, which
6. 6
   洗浄was then washed with hexane and water
7. 7
   その他by drying
8. 8
   その他The resultant crystalline product was recrystallized from ethanol
9. 9
   その他to obtain

実験手順

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%).

出典