تفاعل #725875

معادلة التفاعل

diethylamine

thionyl chloride

benzoic acid

benzoic acid

→

N,N-diethyl benzamide

المذيبات

H2O

ظروف التفاعل

المعالجة

1. 1
   workup.DISSOLUTIONdissolved
2. 2
   أخرىExcess thionyl chloride was removed under reduced pressure
3. 3
   أخرىleaving the crude acid chloride as a low melting solid which
4. 4
   أخرىwas 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
   درجة الحرارةto warm to room temperature
8. 8
   أخرىThe reaction mixture was transferred to a separatory funnel
9. 9
   أخرىThe organic layer was separated
10. 10
    غسيلwashed with 5% HCl (2×25 mL), H2O (25 ml)
11. 11
    تجفيفdried over Na2SO4
12. 12
    أخرىThe solvent was removed under reduced pressure

الإجراء التجريبي

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.

المصدر