Реакция #6460

Уравнение реакции

5-benzoyl-3,4-dihydro-2H-1,4-benzoxazine

pyridine

bromoacetyl bromide

water

→

4-bromoacetyl-5-benzoyl-3,4-dihydro-2H-1,4-benzoxazine

Выход 69.4%

Растворители

methylene chloride

methylene chloride

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added
2. 2
   ДругоеThe organic layer was separated
3. 3
   Промывкаwashed with water
4. 4
   Сушкаdried over magnesium sulfate
5. 5
   Другоеevaporated
6. 6
   ДругоеThe residue was crystallized with a mixture of diisopropyl ether and ethyl acetate
7. 7
   ФильтрацияThe crystals were collected by filtration

Методика

To a solution of 5-benzoyl-3,4-dihydro-2H-1,4-benzoxazine (5.74 g), pyridine (1.9 g) and methylene chloride (100 ml) was dropwise added a solution of bromoacetyl bromide (5.82 g) in methylene chloride (5 ml) at room temperature. After the mixture was stirred for 1.0 hour at the same temperature, water (100 ml) was added thereto under stirring. The organic layer was separated, washed with water, dried over magnesium sulfate and evaporated. The residue was crystallized with a mixture of diisopropyl ether and ethyl acetate. The crystals were collected by filtration to give 4-bromoacetyl-5-benzoyl-3,4-dihydro-2H-1,4-benzoxazine (6.0 g).

Источник