反応 #10712

反応方程式

Catechol

Diethyl dibromomalonate

potassium carbonate

→

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

収率 73.2%

溶媒

acetone

反応条件

後処理

1. 1
   その他The solvent was removed under reduced pressure, and water
2. 2
   workup.ADDITIONwas added to the residue
3. 3
   抽出The residue was extracted with dichloromethane
4. 4
   洗浄the organic phase was washed with brine
5. 5
   乾燥dried over magnesium sulfate
6. 6
   その他evaporated

実験手順

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).

出典