반응 #43992

반응 방정식

Ethyl 1,4-diethoxy-2,3-naphthalenedicarboxylate

sodium hydroxide

→

1,4-diethoxy-2,3-naphthalenedicarboxylic acid

수율 92.3%

용매

ethanol

water

반응 조건

후처리

1. 1
   온도The reaction was cooled
2. 2
   여과the thick white suspension was filtered
3. 3
   workup.DISSOLUTIONThe solid was dissolved in a mixture of ethyl acetate (200 ml) and water (800 ml)
4. 4
   기타The layers were separated
5. 5
   추출The aqueous was extracted with ethyl acetate (2×)
6. 6
   건조the combined organics were dried (MgSO4)
7. 7
   기타Evaporation of the solvent under vacuum

실험 절차

Ethyl 1,4-diethoxy-2,3-naphthalenedicarboxylate (32 g, 89 mmol) was added to a solution of sodium hydroxide (20 g) in ethanol (200 ml) and water (40 ml) and stirred for 1.5 h at 60° C. The reaction was cooled and the thick white suspension was filtered. The solid was dissolved in a mixture of ethyl acetate (200 ml) and water (800 ml). The layers were separated and the aqueous was acidified with hydrochloric acid (2M, 120 ml). The aqueous was extracted with ethyl acetate (2×) and the combined organics were dried (MgSO4). Evaporation of the solvent under vacuum gave 1,4-diethoxy-2,3-naphthalenedicarboxylic acid as a white solid (25 g, 92%).

출처