تفاعل #74687

معادلة التفاعل

3-(2,5-dichlorophenoxy)benzoic acid chloride

ethylamine

→

N-ethyl-3-(2,5-dichlorophenoxy)benzamide

المردود 90.7%

المذيبات

ethyl acetate

Ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas dropwise added
2. 2
   درجة الحرارةwas cooled in an ice bath
3. 3
   workup.ADDITIONAfter the addition
4. 4
   workup.STIRRINGthe mixture was stirred for 1 hour at room temperature
5. 5
   غسيلThe reaction mixture was washed with 1 N hydrochloric acid, water, 1% aqueous sodium hydroxide solution and water saturated with sodium chloride in this order
6. 6
   تجفيفdried over anhydrous sodium sulfate
7. 7
   أخرىThereafter, the solvent was removed by evaporation
8. 8
   أخرىto obtain 3.1 g of crude crystals
9. 9
   أخرىOn recrystallizing the crude crystals from a benzene-hexane mixed solvent

الإجراء التجريبي

Ethyl acetate (50 ml) was added to 1.4 g of an aqueous ethylamine solution (70%), and an ethyl acetate solution containing 3.0 g of 3-(2,5-dichlorophenoxy)benzoic acid chloride was dropwise added thereto with stirring, during which the reaction mixture was cooled in an ice bath. After the addition was finished, the mixture was stirred for 1 hour at room temperature. The reaction mixture was washed with 1 N hydrochloric acid, water, 1% aqueous sodium hydroxide solution and water saturated with sodium chloride in this order and dried over anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation to obtain 3.1 g of crude crystals. On recrystallizing the crude crystals from a benzene-hexane mixed solvent, 2.8 g of N-ethyl-3-(2,5-dichlorophenoxy)benzamide were obtained. Melting point, 74.5°-75.5° C. Elementary analysis: Calcd. for C15H13Cl2NO2 : C, 58.08%; H, 4.22%, N, 4.52%; Cl, 22.86%. Found: C, 58.16%; H, 4.25%, N, 4.49%; Cl, 22.97%. NMR: δCCl 4: 1.15 (t 3H), 3.34 (quintet 2H), 6.65-7.61 (8H).

المصدر