Реакция #2045040

Уравнение реакции

6-(4-nitrophenoxy)hexanoic acid

6-(4-Nitrophenoxy)-hexanoic acid

ethylene glycol

HCl

→

54

Выход 78.3%

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

Выход 78.3%

Условия реакции

Обработка

1. 1
   Другоеfor one hr
2. 2
   ДругоеDuring HCl gas bubbling the temp
3. 3
   Другоеrose to 60° C
4. 4
   ДругоеThe crude reaction mass
5. 5
   workup.ADDITIONwas poured onto ice (1 Kg)
6. 6
   Экстракцияextracted into ethyl acetate
7. 7
   Промывкаwashed with water (2×250 ml)
8. 8
   Сушкаdried over sodium sulphate
9. 9
   workup.DISTILLATIONdistilled
10. 10
    Другоеto get crude 54, which
11. 11
    Другоеwas purified by column chromatography on silica gel

Методика

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.

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