反応 #367474

反応方程式

potassium hydroxide

diethyl 3-chlorobenzylmalonate

→

3-chlorobenzylmalonic acid monoethyl ester

溶媒

ethanol

ethanol

反応条件

後処理

1. 1
   その他the solvent removed under reduced pressure
2. 2
   workup.DISSOLUTIONThe residue is dissolved in water (1200 ml)
3. 3
   温度the solution cooled in an ice-bath
4. 4
   workup.ADDITIONConcentrated hydrochloric acid (29 ml) is added
5. 5
   抽出the solution extracted with ether (2×350 ml)
6. 6
   洗浄The combined ether solutions are washed with water (250 ml)
7. 7
   乾燥dried over magnesium sulfate
8. 8
   その他evaporated under reduced pressure

実験手順

A solution of potassium hydroxide (26 g) in absolute ethanol (375 ml) is added during 30 minutes to an ice-cold solution of diethyl 3-chlorobenzylmalonate (112 g) in absolute ethanol (375 ml). The solution is stirred at room temperature for 18 hours, and the solvent removed under reduced pressure. The residue is dissolved in water (1200 ml) and the solution cooled in an ice-bath. Concentrated hydrochloric acid (29 ml) is added, and the solution extracted with ether (2×350 ml). The combined ether solutions are washed with water (250 ml), dried over magnesium sulfate, and evaporated under reduced pressure to give as an oil, 3-chlorobenzylmalonic acid monoethyl ester; NMR (CDCl3)δ: 10.13 (s, 1H), 7.2 (m, 4H), 4.15 (q, 2H), 3.5 (m, 3H), 1.21 (t, 3H).

出典