Реакция #1863

Уравнение реакции

N-methyl-m-anisidine

triethylamine

toluene

2-bromopropionyl bromide

→

2-Bromo-N-(3-methoxyphenyl)-N-methyl-propanamide

Растворители

Water

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   Другоеthe aqueous layer was collected
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   Промывкаwashed with 2N HCl
5. 5
   Сушкаdried (Na2SO4)
6. 6
   ДругоеThe solvent was evaporated
7. 7
   Другоеto yield an oil which
8. 8
   Другоеwas purified
9. 9
   workup.DISTILLATIONKugelrohr distillation
10. 10
    workup.DISSOLUTIONThe distillate was dissolved in isopropyl ether
11. 11
    ДругоеThe solid product, 2-Bromo-N-(3-methoxyphenyl)-N-methyl-propanamide, m.p. 55°-56° C., crystallized from this solution

Методика

A solution of N-methyl-m-anisidine (265 g), triethylamine (269 ml) and toluene (550 ml) was stirred at 0° C. as 2-bromopropionyl bromide (202.6 ml) was added dropwise. The mixture was mechanically stirred overnight at room temperature. Water was added to the reaction and the aqueous layer was collected and extracted with ethyl acetate. All organic phases were combined, washed with 2N HCl, and dried (Na2SO4). The solvent was evaporated to yield an oil which was purified using Kugelrohr distillation. The distillate was dissolved in isopropyl ether. The solid product, 2-Bromo-N-(3-methoxyphenyl)-N-methyl-propanamide, m.p. 55°-56° C., crystallized from this solution.

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