反応 #2044994

反応方程式

methyl salicylate

K2CO3

methyl chloroacetate

→

1

収率 17.0%

2-Methoxycarbonylmethoxy-benzoic acid methyl ester

収率 17.0%

溶媒

acetone

反応条件

後処理

1. 1
   温度refluxed for 36 hours
2. 2
   workup.DISTILLATIONThe acetone was distilled off
3. 3
   workup.ADDITIONwater (1200 ml) was added
4. 4
   抽出Crude 1 was extracted into chloroform
5. 5
   乾燥dried over Na2SO4
6. 6
   workup.DISTILLATIONdistilled
7. 7
   その他purified by column chromatography on silica gel

実験手順

To a mixture of methyl salicylate (100 g, 657 mmol) and anhydrous K2CO3 (360 g, 2.605 mol) in anhydrous acetone (1000 ml) was added methyl chloroacetate (94 g, 866 mmol) and refluxed for 36 hours. The acetone was distilled off and water (1200 ml) was added. Crude 1 was extracted into chloroform, dried over Na2SO4 distilled and purified by column chromatography on silica gel using hexane as eluant to give pure 1 (25 grams, 17%) as a light yellow syrup.

出典