反应 #77804

反应方程式

5-cyanomethyl-2-methoxybenzoic acid

dimethylformamide

4-trifluoromethylbenzylamine

diethyl cyanophosphonate

→

5-cyanomethyl-2-methoxy-N-(4-trifluoromethylbenzyl)benzamide

溶剂

triethylamine

water

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate
2. 2
   洗涤After washed with water
3. 3
   干燥with saturated brine, the organic layer was dried over anhydrous sodium sulfate
4. 4
   workup.DISTILLATIONSolvent was distilled off under reduced pressure
5. 5
   其他the residue was crystallized from hexane-diethyl ether
6. 6
   过滤collected by filtration

实验过程

To 2.55 g of publicly known 5-cyanomethyl-2-methoxybenzoic acid were added 50 ml of dimethylformamide, 2.57 g of 4-trifluoromethylbenzylamine, 2.66 g of diethyl cyanophosphonate and 2.00 ml of triethylamine, and the mixture was stirred for 20 minutes under cooling with ice and for 6 hours at room temperature. The reaction mixture was poured into water and extracted with ethyl acetate. After washed with water, then with saturated brine, the organic layer was dried over anhydrous sodium sulfate. Solvent was distilled off under reduced pressure, and the residue was crystallized from hexane-diethyl ether and collected by filtration to obtain 4.44 g of 5-cyanomethyl-2-methoxy-N-(4-trifluoromethylbenzyl)benzamide as colorless crystals. Melting point 124-125° C. Elemental analysis (%) C16H15F3N2O2 Calcd.(%) C, 62.07; H, 4.34; N, 8.04 Found (%) C, 62.03; H, 4.27; N, 7.99

来源