반응 #725875

반응 방정식

diethylamine

thionyl chloride

benzoic acid

benzoic acid

→

N,N-diethyl benzamide

용매

H2O

반응 조건

후처리

1. 1
   workup.DISSOLUTIONdissolved
2. 2
   기타Excess thionyl chloride was removed under reduced pressure
3. 3
   기타leaving the crude acid chloride as a low melting solid which
4. 4
   기타was 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
   온도to warm to room temperature
8. 8
   기타The reaction mixture was transferred to a separatory funnel
9. 9
   기타The organic layer was separated
10. 10
    세척washed with 5% HCl (2×25 mL), H2O (25 ml)
11. 11
    건조dried over Na2SO4
12. 12
    기타The solvent was removed under reduced pressure

실험 절차

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.

출처