Реакция #486550

Уравнение реакции

2-bromopropionic acid chloride

glycine benzyl ester-p-toluenesulfonic acid salt

triethylamine

hydrochloric acid

→

2-Bromopropionylglycine-benzyl ester

Растворители

water

methylene chloride

Условия реакции

Обработка

1. 1
   Другоеto exceed 5° C
2. 2
   workup.ADDITIONAfter addition
3. 3
   workup.WAITfor 2 hours at room temperature
4. 4
   ДругоеThe organic phase is separated
5. 5
   Промывкаwashed once each with 300 ml of 5% aqueous soda solution and 400 ml of water
6. 6
   ДругоеThe organic phase is dried on magnesium sulfate
7. 7
   Другоеevaporated to dryness in a vacuum
8. 8
   ДругоеThe residue recrystallizes from diisopropyl ether

Методика

55.9 g (326.1 mmol) of 2-bromopropionic acid chloride is added in drops at 0° C. to 100 g (296.4 mmol) of glycine benzyl ester-p-toluenesulfonic acid salt and 33.0 g (326.1 mmol) of triethylamine in 400 ml of methylene chloride. The temperature is not allowed to exceed 5° C. After addition is completed, it is stirred for one hour at 0° C., then for 2 hours at room temperature. 500 ml of ice water is added, and the water phase is set at pH 2 with 10% aqueous hydrochloric acid. The organic phase is separated, washed once each with 300 ml of 5% aqueous soda solution and 400 ml of water. The organic phase is dried on magnesium sulfate and evaporated to dryness in a vacuum. The residue recrystallizes from diisopropyl ether.

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