تفاعل #1869153

معادلة التفاعل

HCl

ethyl 3,3-ethylenedioxydodecanoate

LiOH.H2O

THF

→

3,3-ethylenedioxydodecanoic acid

المردود 81.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate (3×50 mL)
2. 2
   غسيلwashed once with brine
3. 3
   تجفيفThe organic phase was dried (MgSO4)
4. 4
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر