반응 #1869153

반응 방정식

HCl

ethyl 3,3-ethylenedioxydodecanoate

LiOH.H2O

THF

→

3,3-ethylenedioxydodecanoic acid

수율 81.0%

용매

water

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate (3×50 mL)
2. 2
   세척washed once with brine
3. 3
   건조The organic phase was dried (MgSO4)
4. 4
   농축concentrated

실험 절차

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.

출처