반응 #2044995

반응 방정식

methyl chloroacetate

methyl 2,5-dihydroxybenzoate

K2CO3

sodium iodide

acetone

→

4

수율 80.0%

2,5-Bismethoxycarbonylmethoxybenzoic acid methyl ester

수율 80.0%

반응 조건

후처리

1. 1
   온도refluxed for 20 hours
2. 2
   workup.DISTILLATIONAcetone was distilled off
3. 3
   workup.ADDITIONwater (1500 ml) was added
4. 4
   여과Crude 4 was filtered
5. 5
   기타dried
6. 6
   기타recrystallised from toluene

실험 절차

To a mixture of methyl 2,5-dihydroxybenzoate (34 g, 202 mmol), anhydrous K2CO3 (204 g, 1.476 mol) and sodium iodide (5 grams, 33.3 mmol) in anhydrous acetone (1000 ml) was added methyl chloroacetate (60.7 grams, 559 mmol) and refluxed for 20 hours. Acetone was distilled off and water (1500 ml) was added. Crude 4 was filtered, dried and recrystallised from toluene to give pure 4 (50.5 g, 80%) as a cream colored powder. The melting point was found to be 90-94° C. The structure was confirmed by NMR.

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