Реакция #1517

Уравнение реакции

p-toluylic acid

N-bromosuccinimide

→

4-bromomethylbenzoic acid

Выход 65.3%

Растворители

carbon tetrachloride

Условия реакции

Обработка

1. 1
   Другоеa reaction
2. 2
   Температураunder reflux for 2 hours
3. 3
   ДругоеAfter completion of the reaction
4. 4
   Температураthe reaction mixture was cooled in ice bath
5. 5
   ФильтрацияThe deposited crystalline product was collected by filtration, which
6. 6
   Промывкаwas then washed with hexane and water
7. 7
   Другоеby drying
8. 8
   ДругоеThe resultant crystalline product was recrystallized from ethanol
9. 9
   Другоеto obtain

Методика

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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