反应详情

温度

100 °C

To a solution of 2.80 g (9.36 mmol) of 2-(N-t-butylsulfamoyl)-5-n-propylphenylboronic acid (from Step B) and 4-bromobenzyl alcohol (5.25 g, 3 equiv) in toluene (125 mL) was added 1.25N NaOH (32 mL), EtOH (86 mL) and tetrakis(triphenylphosphine)palladium(0) (325 mg, 3 mol %). The mixture was stirred at 100° C. under N2 for 3 hours. The reaction was concentrated and the residue was extracted with ethyl acetate. The organic solution was washed with 1N NaOH, H2O and brine. Next, the organic phase was dried over anhydrous MgSO4 and concentrated in vacuo. The product was purified by flash chromatography, eluting with 2:1 hexane-EtOAc, to provide the titled compound; Rf =0.42 (1:1 EtOAc-hexane).

1. concentrationThe reaction was concentrated
2. extractionthe residue was extracted with ethyl acetate
3. washThe organic solution was washed with 1N NaOH, H2O and brine
4. dry with materialNext, the organic phase was dried over anhydrous MgSO4
5. concentrationconcentrated in vacuo
6. customThe product was purified by flash chromatography
7. washeluting with 2:1 hexane-EtOAc