반응 #10712

반응 방정식

Catechol

Diethyl dibromomalonate

potassium carbonate

→

benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl ester

수율 73.2%

용매

acetone

반응 조건

후처리

1. 1
   기타The solvent was removed under reduced pressure, and water
2. 2
   workup.ADDITIONwas added to the residue
3. 3
   추출The residue was extracted with dichloromethane
4. 4
   세척the organic phase was washed with brine
5. 5
   건조dried over magnesium sulfate
6. 6
   기타evaporated

실험 절차

Ex-1A: Catechol (2.2 g, 20 mmol) was dissolved in acetone. Diethyl dibromomalonate (7.0 g, 22 mmol) and potassium carbonate (2.76 g) were added, and the mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure, and water was added to the residue. The residue was extracted with dichloromethane, and the organic phase was washed with brine, dried over magnesium sulfate and evaporated. Chromatography (hexanes/ethyl acetate, 4:1) gave 3.9 g of benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl ester. 1H-NMR (CDCl3) δ 6.90–6.97 (m, 4H), 4.37 (q, J=7 Hz, 4H), 1.32 (t, J=7 Hz, 6H).

출처