تفاعل #10712

معادلة التفاعل

Catechol

Diethyl dibromomalonate

potassium carbonate

→

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

المردود 73.2%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed under reduced pressure, and water
2. 2
   workup.ADDITIONwas added to the residue
3. 3
   استخلاصThe residue was extracted with dichloromethane
4. 4
   غسيلthe organic phase was washed with brine
5. 5
   تجفيفdried over magnesium sulfate
6. 6
   أخرىevaporated

الإجراء التجريبي

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).

المصدر