반응 #217897

반응 방정식

water

4-(2-hydroxy-ethyl)-phenol

6-chloronicotinamide

K2CO3

→

title compound

수율 49.0%

6-[4-(2-Hydroxy-ethyl)-phenoxy]-nicotinamide

수율 49.0%

용매

DMF

반응 조건

후처리

1. 1
   온도Cool to ambient temperature
2. 2
   추출extract the aqueous layer with ethyl acetate
3. 3
   건조dry over Na2SO4
4. 4
   기타purify by flash chromatography on silica gel (eluent: CHCl3/7% EtOH/0.7% NH4OH)

실험 절차

Combine 4-(2-hydroxy-ethyl)-phenol (2.0 g, 14.5 mmol), 6-chloronicotinamide (2.3 g, 14.5 mmol) and K2CO3 (5.0 g, 36.2 mmol) in DMF (40 mL) under nitrogen, stir and heat at 120° C. overnight. Cool to ambient temperature and pour into water, extract the aqueous layer with ethyl acetate. Combine the organic layers and dry over Na2SO4. Eliminate the solvent and purify by flash chromatography on silica gel (eluent: CHCl3/7% EtOH/0.7% NH4OH) to give the title compound (1.8 g, 49%). Electrospray MS M+1 ion=259, 1H-NMR (DMSO-d6, 400 MHz): 8.58 (d, 1H, J=2.7 Hz), 8.22 (dd, 1H, J=2.7 and 8.8 Hz), 8.00 (bs, 1H), 7.46 (bs, 1H), 7.25 (m, 2H), 7.05-7.02 (m, 3H), 4.65 (t, 1H), J=5.3 Hz), 3.63-3.58 (m, 2H), 2.72 (t, 2H, J=6.9 Hz).

출처