Реакция #64922

Уравнение реакции

L-asparagine

NaOH

dioxane

PhSO2Cl

NaOH

→

22-1

N-Phenysulfonyl-L-asparagine

Растворители

H2O

H2O

Условия реакции

Обработка

1. 1
   КонцентрированиеThe reaction mixture was then concentrated
2. 2
   Другоеto remove the dioxane
3. 3
   Промывкаthen washed with EtOAc
4. 4
   Другоеproduct precipitation
5. 5
   ФильтрацияThe resulting solid was collected by filtration
6. 6
   Промывкаwashed with H2O (20 mL)
7. 7
   Другоеdried at 50° C. under vacuum

Методика

To a stirred solution of L-asparagine (Aldrich) (10 g, 76 mmol), NaOH (3.4 g, 85 mmol), H2O (50 mL), and dioxane (50 mL) at 0° C. was added PhSO2Cl (10.6 mL, 84 mmol). After 1 min, NaOH (3.4 g) in H2O (50 mL) was added and the reaction mixture stirred for 30 min. The reaction mixture was then concentrated to remove the dioxane then washed with EtOAc. The aqueous phase was then cooled to 0° C. and acidified to pH 3 with conc. HCl to effect product precipitation. The resulting solid was collected by filtration, washed with H2O (20 mL) and dried at 50° C. under vacuum to give 22-1 as a white solid.

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