반응 #2045044

반응 방정식

(2-bromoethoxy)acetic acid methyl ester

4-nitrophenol

K2CO3

sodium iodide

→

59

수율 43.6%

[2-(4-Nitrophenoxy)ethoxy]acetic acid methyl ester

수율 43.6%

용매

acetone

반응 조건

후처리

1. 1
   온도refluxed for 24 hours
2. 2
   workup.DISTILLATIONAcetone was distilled off
3. 3
   workup.ADDITIONwater (100 ml) was added
4. 4
   여과Crude 59 was filtered
5. 5
   기타dried
6. 6
   기타purified by column chromatography on silica gel

실험 절차

To a mixture of 4-nitrophenol (5 g, 36 mmol), anhydrous K2CO3 (20 g, 145 mmol) and sodium iodide (2 grams, 13.3 mmol) in anhydrous acetone (100 ml) was added (2-bromoethoxy)acetic acid methyl ester (11 g, 56 mmol) and refluxed for 24 hours. Acetone was distilled off and water (100 ml) was added. Crude 59 was filtered, dried and purified by column chromatography on silica gel using benzene as eluant to give pure 59 (4 g, 43.6%) as a white fluffy powder. M.p: 96-97.8° C.

출처