反应详情

A solution of methyl 4-({[(2-chloro-5-hydroxyphenyl)carbonyl]amino}methyl)benzoate (95 mg, 0.3 mol), potassium carbonate (2 eq, 83 mg, 0.6 mmol) and 1-(bromomethyl)-3-(methyloxy)benzene (1.2 eq, 50 ul, 0.36 mmol) in DMF (2 ml) was stirred at room temperature for 2 hours. The mixture was then diluted with ethyl acetate (100 ml) and H2O (80 ml). Layers separated, organic layer washed with brine (80 ml) then dried and evaporated in vacuo. Residue purified by column chromatography (Biotage SP4) eluting with 0-40% ethylacetate in hexanes to give the title compound as a clear oil. MS (ES+) m/z 440 [M+H]+ (C24H2235ClNO5). 1H-NMR (400 MHz, d6-DMSO) δ 3.76 (3H, s), 3.85 (3H, s), 4.51 (2H, d, J 6), 5.12 (2H, s), 6.89-7.96 (11H, m), 7.46 (2H, d, J 8.4), 7.92 (2H, m), 9.05 (1H, J 6).

1. customLayers separated
2. washorganic layer washed with brine (80 ml)
3. customthen dried
4. customevaporated in vacuo
5. customResidue purified by column chromatography (Biotage SP4)
6. washeluting with 0-40% ethylacetate in hexanes