反应 #1869153

反应方程式

HCl

ethyl 3,3-ethylenedioxydodecanoate

LiOH.H2O

THF

→

3,3-ethylenedioxydodecanoic acid

收率 81.0%

溶剂

water

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate (3×50 mL)
2. 2
   洗涤washed once with brine
3. 3
   干燥The organic phase was dried (MgSO4)
4. 4
   浓缩concentrated

实验过程

To a 25 mL flask were added ethyl 3,3-ethylenedioxydodecanoate (1.131 g, 3.95 mmol), LiOH.H2O (840 mg, 20 mmol), THF (5 mL), and water (5 mL). The mixture was stirred at room temperature overnight. The solution was acidified by the addition of 1 M HCl (50 mL), and extracted with ethyl acetate (3×50 mL). The organic layers were combined and washed once with brine. The organic phase was dried (MgSO4) and concentrated to give 3,3-ethylenedioxydodecanoic acid (0.824 g, 3.19 mmol) in 81% yield. 1H NMR (500 MHz, CDCl3) δ 0.88 (t, J=7 Hz, 3H), 1.20-1.44 (m, 14H), 1.72-1.80 (m, 2H), 2.72 (s, 2H), 3.98-4.10 (m, 4H); 13C NMR (125 MHz, CDCl3) δ 13.9, 22.5, 23.3, 29.13, 29.35, 29.39, 29.50, 31.7, 37.5, 42.2, 64.9 (2 C), 109.2, 174.8.

来源