반응 #624800

반응 방정식

EDC.HCl

HOBt

3,4,5-tris(octadecyloxy)cyclohexylcarboxylic acid

Methyl 4-amino-2-methoxybenzoate

→

N-(3-methoxy-4-methoxycarbonylphenyl) 3,4,5-tris(octadecyloxy)cyclohexylcarboxamide

수율 27.3%

용매

chloroform

반응 조건

후처리

1. 1
   온도cooling
2. 2
   기타After completion of the reaction
3. 3
   기타the solvent was evaporated
4. 4
   기타the residue was precipitated with acetonitrile (10 ml)
5. 5
   기타purified by silica gel column chromatography (chloroform/ethyl acetate=10:1)

실험 절차

Methyl 4-amino-2-methoxybenzoate (79 mg, 0.44 mmol) was dissolved in chloroform (1 ml), and HOBt (7 mg, 0.05 mmol) and 3,4,5-tris(octadecyloxy)cyclohexylcarboxylic acid (201 mg, 0.22 mmol) were added. EDC.HCl (45 mg, 0.23 mmol) was added under ice-cooling, and the mixture was stirred at room temperature overnight. After completion of the reaction, the solvent was evaporated, and the residue was precipitated with acetonitrile (10 ml), and then purified by silica gel column chromatography (chloroform/ethyl acetate=10:1) to give N-(3-methoxy-4-methoxycarbonylphenyl) 3,4,5-tris(octadecyloxy)cyclohexylcarboxamide (70 mg, 0.06 mmol, yield 27%).

출처