反应详情

To a solution of 3-(1-trityl-1H-imidazol-4-yl)propanoic acid methyl ester (5.0 g, 12.6 mmol) in CH3CN (80 mL) is added a solution of 2-bromobenzylbromide (2.84 g, 11.4 mmol) in CH3CN (20 mL). The resulting clear solution is stirred at ambient temperature over the weekend. The mixture is concentrated and the remaining oil is taken up in 85 mL methanol and heated up at 70° C. for 2 h. Then the mixture is concentrated to give a yellow oil, which is taken up in EtOAc and washed with saturated aqueous NaHCO3 and brine, dried over anhydrous Na2SO4, and concentrated to yield a viscous oil. The crude reaction mixture is subjected to flash chromatography (silica gel) eluting with MeOH:CH2Cl2 to give the desired compound. MS (ESI) m/z 323 (M+H).

1. concentrationThe mixture is concentrated
2. temperatureheated up at 70° C. for 2 h
3. concentrationThen the mixture is concentrated
4. customto give a yellow oil, which
5. washwashed with saturated aqueous NaHCO3 and brine
6. dry with materialdried over anhydrous Na2SO4
7. concentrationconcentrated
8. customto yield a viscous oil
9. customThe crude reaction mixture
10. washeluting with MeOH