反应 #725875

反应方程式

diethylamine

thionyl chloride

benzoic acid

benzoic acid

→

N,N-diethyl benzamide

溶剂

H2O

反应条件

后处理

1. 1
   workup.DISSOLUTIONdissolved
2. 2
   其他Excess thionyl chloride was removed under reduced pressure
3. 3
   其他leaving the crude acid chloride as a low melting solid which
4. 4
   其他was used without further purification
5. 5
   workup.DISSOLUTIONThe crude acid chloride was dissolved in CH2Cl2(20 mL)
6. 6
   workup.ADDITIONTo this stirred solution was added triethylamine (4 mL)
7. 7
   温度to warm to room temperature
8. 8
   其他The reaction mixture was transferred to a separatory funnel
9. 9
   其他The organic layer was separated
10. 10
    洗涤washed with 5% HCl (2×25 mL), H2O (25 ml)
11. 11
    干燥dried over Na2SO4
12. 12
    其他The solvent was removed under reduced pressure

实验过程

A mixture of thionyl chloride (6 mL) and the benzoic acid was heated at reflux until the starting benzoic acid dissolved. Excess thionyl chloride was removed under reduced pressure leaving the crude acid chloride as a low melting solid which was used without further purification. The crude acid chloride was dissolved in CH2Cl2(20 mL) and cooled to −10° C. To this stirred solution was added triethylamine (4 mL), followed by the dropwise addition of diethylamine (1.4 equivalents). The heterogeneous reaction mixture was allowed to warm to room temperature and was stirred for 30 minutes. The reaction mixture was transferred to a separatory funnel containing H2O (20 mL). The organic layer was separated and washed with 5% HCl (2×25 mL), H2O (25 ml), and dried over Na2SO4. The solvent was removed under reduced pressure to afford the product N,N-diethyl benzamide.

来源