反応 #2045040

反応方程式

6-(4-nitrophenoxy)hexanoic acid

6-(4-Nitrophenoxy)-hexanoic acid

ethylene glycol

HCl

→

54

収率 78.3%

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

収率 78.3%

反応条件

後処理

1. 1
   その他for one hr
2. 2
   その他During HCl gas bubbling the temp
3. 3
   その他rose to 60° C
4. 4
   その他The crude reaction mass
5. 5
   workup.ADDITIONwas poured onto ice (1 Kg)
6. 6
   抽出extracted into ethyl acetate
7. 7
   洗浄washed with water (2×250 ml)
8. 8
   乾燥dried over sodium sulphate
9. 9
   workup.DISTILLATIONdistilled
10. 10
    その他to get crude 54, which
11. 11
    その他was purified by column chromatography on silica gel

実験手順

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.

出典