반응 #2045040

반응 방정식

6-(4-nitrophenoxy)hexanoic acid

6-(4-Nitrophenoxy)-hexanoic acid

ethylene glycol

HCl

→

54

수율 78.3%

6-(4-Nitrophenoxy)hexanoic acid 2-hydroxyethyl ester

수율 78.3%

반응 조건

후처리

1. 1
   기타for one hr
2. 2
   기타During HCl gas bubbling the temp
3. 3
   기타rose to 60° C
4. 4
   기타The crude reaction mass
5. 5
   workup.ADDITIONwas poured onto ice (1 Kg)
6. 6
   추출extracted into ethyl acetate
7. 7
   세척washed with water (2×250 ml)
8. 8
   건조dried over sodium sulphate
9. 9
   workup.DISTILLATIONdistilled
10. 10
    기타to get crude 54, which
11. 11
    기타was purified by column chromatography on silica gel

실험 절차

To a mixture of 6-(4-nitrophenoxy)hexanoic acid 53 (50 g, 197.62 mmol) and ethylene glycol (200 ml) was passed dry HCl gas for one hr. During HCl gas bubbling the temp. rose to 60° C. The crude reaction mass was poured onto ice (1 Kg), extracted into ethyl acetate, washed with water (2×250 ml), dried over sodium sulphate and distilled to get crude 54, which was purified by column chromatography on silica gel using benzene as eluant to get pure 54 (46 g, 78.3%) as a light yellow syrup.

출처