反应详情

A solution of lithium aluminum hydride (1.0 M in THF, 5.9 mL) was added dropwise to a solution of the above obtained mixture 10/1: 3-(1-benzenesulfonyl-1H-indol-5-yl)-3-phenyl-propionic acid methyl ester and 3-(1-benzenesulfonyl-1H-indol-5-yl)-acrylic acid methyl ester CCLXVI (1.654 g, 3.935 mmol) in tetrahydrofuran (30 mL) at 0° C. After stirring for 1 hour the reaction was quenched by slow addition, at 0° C., of Rochelle salt and water. The resulting mixture was diluted with ethyl acetate and stirred at room temperature overnight. The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography to afford 1.06 g (69% yield) of 2-(1-benzenesulfonyl-1H-indol-5-yl)-2-phenyl-ethanol CCLXVII.

1. customat 0° C
2. customwas quenched by slow addition, at 0° C., of Rochelle salt and water
3. additionThe resulting mixture was diluted with ethyl acetate
4. stirringstirred at room temperature overnight
5. customThe organic layer was separated
6. washwashed with brine
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationfiltered
9. customevaporated under reduced pressure
10. customThe residue was purified by flash chromatography