反应详情

A solution of methyl [3-(3-bromopropoxy)phenyl]acetate (1.0 g, 3.48 mmole) and [2-chloro-3-(trifluoromethyl)benzyl]-2,2-diphenylethylamine (1.63 g, 4.18 mmole) in 20 mL of acetonitrile was treated with potassium carbonate (0.72 g, 5.2 mmol). The reaction mixture was heated to reflux and stirred for 4 days. The reaction mixture was filtered, and the filtrate was concentrated in vacuo. The crude product was purified by flash chromatography (silica gel cartridge, Biotage 32-63 um, 60A) with 10% ethyl acetate:hexanes as the eluent to afford 1.69 g (81% yield) of the title compound as a viscous oil: 1H NMR (CDCl3, 400 MHz) δ 7.46-7.44 (d, 1H, J=7.7), 7.25-7.14 (m, 12 H), 6.91-6.84 (m, 2 H), 6.666.62 (m, 2 H) 4.154.09 (t, 1 H, J=7.6), 3.78 (s, 1 H), 3.69-3.66 (m, 5 H), 3.59 (S, 2 H), 3.15-3.13 (d, 2 H, J=7.7), 2.72-2.68 (t, 2 H, J=6.6), 1.87-1.80 (m, 2 H); MS (ESI) 597 (MH+); TLC (hexanes:Ethy acetate/9:1) Rf=0.36.

1. temperatureThe reaction mixture was heated
2. temperatureto reflux
3. filtrationThe reaction mixture was filtered
4. concentrationthe filtrate was concentrated in vacuo
5. customThe crude product was purified by flash chromatography (silica gel cartridge, Biotage 32-63 um, 60A) with 10% ethyl acetate