反应详情

To a stirred solution of Jones reagent (3 mL, 5.4 mmol, 2.8 M) in acetone (20 mL), 3-(5-bromo-4-chloro-2-methoxyphenyl)propanal (860 mg, 3.1 mmol) was added. The reaction was stirred at RT for 12 h, quenched with iso-propylalcohol and then stirred for 10 min. The resulting mixture was diluted with water, extracted with ethyl acetate. The combined organic layer was washed with water and brine, dried over Na2SO4 and concentrated. The residue was purified by flash column chromatography on silica gel (ethyl acetate/petroleum ether=1:1) to afford the desired product (358 mg, 38% yield). ESI-MS m/z: 291.1[M+H]−.

1. customquenched with iso-propylalcohol
2. stirringstirred for 10 min
3. additionThe resulting mixture was diluted with water
4. extractionextracted with ethyl acetate
5. washThe combined organic layer was washed with water and brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated
8. customThe residue was purified by flash column chromatography on silica gel (ethyl acetate/petroleum ether=1:1)