反应 #5386

反应方程式

HCl

2-aminoethyl methacrylate hydrochloride

3,4,5-Triacetoxybenzoyl chloride

triethylamine

→

2-(3,4,5-triacetoxybenzamido)ethyl methacrylate

溶剂

CH2Cl2

反应条件

后处理

1. 1
   其他The organic layer was isolated
2. 2
   洗涤washed with saturated NaHCO3 and 50 mL 1N HCl
3. 3
   干燥dried over MgSO4
4. 4
   其他evaporated
5. 5
   其他to give an oil, which
6. 6
   其他crystallized rapidly
7. 7
   workup.ADDITIONafter the addition of 50 mL diethyl ether
8. 8
   其他The product was isolated by filtration and vacuum
9. 9
   其他dried
10. 10
    其他Yield

实验过程

3,4,5-Triacetoxybenzoyl chloride (0.050 mol) was dissolved in 100 mL CH2Cl2 at 0° C. To this was added 2-aminoethyl methacrylate hydrochloride (8.28 g, 0.050 mol), followed by dropwise addition of triethylamine (14.63 mL, 0.105 mol). After 30 min, 100 mL 1N HCl was added with vigorous stirring. The organic layer was isolated, washed with saturated NaHCO3 and 50 mL 1N HCl, dried over MgSO4, and evaporated to give an oil, which crystallized rapidly after the addition of 50 mL diethyl ether. The product was isolated by filtration and vacuum dried. Yield, 17.97 g as a white solid, 88%. 1H NMR (300 MHz, CDCl3), δ1.92 (s, 3H), 2.26 (s, 6H), 2.27 (s, 3H), 3.68 (m, 2H), 4.30 (t, 2H), 5.58 (m, 1H), 6.11 (s, 1H), 6.66 (t, broad, 1H), 7.51 (s, 2H). Anal., calcd for C19H21N1O9C 56.02, H 5.20, N 3.44, found C 55.99, H 5.15, N 3.50.

来源