反応 #321752

反応方程式

hydrochloric acid

glycine

sodium hydroxide

sodium hydroxide

4-hexylbenzoyl chloride

→

N-(4-hexylbenzoyl)glycine

収率 83.0%

溶媒

water

water

dioxane

dioxane

反応条件

後処理

1. 1
   workup.ADDITIONmixed
2. 2
   workup.ADDITIONwas added to the reaction mixture
3. 3
   その他to precipitate a crystal
4. 4
   ろ過The crystal was recovered by filtration
5. 5
   洗浄washed with water
6. 6
   その他by drying
7. 7
   その他recrystallization from ethyl acetate

実験手順

In a 200 ml-three-necked flask, 3.34 g (44.5 mM) of glycine, 0.89 g (22.3 mM) of sodium hydroxide and 16.7 ml of distilled water were placed and mixed. To the solution, 16.7 ml of dioxane was added. To the resultant mixture, a solution of 0.89 g (22.3 mM) of sodium hydroxide in 8.4 ml of distilled water and a solution of 5.00 g (22.2 mM) of 4-hexylbenzoyl chloride in 33.4 ml of dioxane were gradually added simultaneously at -1° to 3° C. by dropping funnels, respectively, followed by stirring for 30 minutes at 1°-2° C. After the reaction, 2.3 ml of concentrated hydrochloric acid was added to the reaction mixture to precipitate a crystal. The crystal was recovered by filtration and washed with water, followed by drying and recrystallization from ethyl acetate to obtain 4.86 g of N-(4-hexylbenzoyl)glycine (Yield: 82.9%).

出典