반응 #624804

반응 방정식

HOBt

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

4-Aminobenzyl alcohol

EDC.HCl

→

N-(4-hydroxymethylphenyl) 3,4,5-tris(octadecyloxy)cyclohexylcarboxamide

수율 45.4%

용매

chloroform

water

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
   기타isolated by silica gel column chromatography (chloroform/ethyl acetate=10:1)

실험 절차

4-Aminobenzyl alcohol (282 mg, 2.29 mmol) was dissolved in chloroform (40 ml), and HOBt (32 mg, 0.23 mmol) and 3,4,5-tris(octadecyloxy)cyclohexylcarboxylic acid (1.11 g, 1.19 mmol) were added. EDC.HCl (356 mg, 1.86 mmol) and pure water (120 μl) were 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 isolated by silica gel column chromatography (chloroform/ethyl acetate=10:1) to give N-(4-hydroxymethylphenyl) 3,4,5-tris(octadecyloxy)cyclohexylcarboxamide (556 mg, 0.54 mmol, yield 45%).

출처