反应详情

To a suspension of 2-(1-trityl-1H-imidazol-4-yl)ethanol (0.65 g, 1.80 mmol), acetonitrile (9 mL) and CH2Cl2 (12 mL) is added a solution of 2-bromomethyl-4′-fluorobiphenyl (0.478 g, 1.80 mmol) in CH2Cl2 (2 mL). The resulting mixture is stirred at room temperature overnight. The solution is concentrated and the residue is taken up in MeOH and heated to 75° C. for 3.5 h. The solution is then concentrated and the residue is partitioned between CH2Cl2 and aqueous 5% NaHCO3. The aqueous layer is then extracted with CH2Cl2 (3×). The combined organic layers are then washed with brine and dried over Na2SO4. The residue is then purified by flash chromatography (CH2Cl2/MeOH) give 2-[3-(4′-fluorobiphenyl-2-ylmethyl)-3H-imidazol-4-yl]ethanol. MS (ESI) m/z 297.1 (M+H).

1. concentrationThe solution is concentrated
2. temperatureheated to 75° C. for 3.5 h
3. concentrationThe solution is then concentrated
4. customthe residue is partitioned between CH2Cl2 and aqueous 5% NaHCO3
5. extractionThe aqueous layer is then extracted with CH2Cl2 (3×)
6. washThe combined organic layers are then washed with brine
7. dry with materialdried over Na2SO4
8. customThe residue is then purified by flash chromatography (CH2Cl2/MeOH)