반응 #5386

반응 방정식

HCl

2-aminoethyl methacrylate hydrochloride

3,4,5-Triacetoxybenzoyl chloride

triethylamine

→

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

용매

CH2Cl2

반응 조건

후처리

1. 1
   기타The organic layer was isolated
2. 2
   세척washed with saturated NaHCO3 and 50 mL 1N HCl
3. 3
   건조dried over MgSO4
4. 4
   기타evaporated
5. 5
   기타to give an oil, which
6. 6
   기타crystallized rapidly
7. 7
   workup.ADDITIONafter the addition of 50 mL diethyl ether
8. 8
   기타The product was isolated by filtration and vacuum
9. 9
   기타dried
10. 10
    기타Yield

실험 절차

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.

출처