反应详情

3.1 g (11.7 mmol) of 2-ethyl-4-methoxy-1-(phenylmethyl)-1H-indole was O-demethylated by treating it with 48.6 mL of 1M BBr3 in methylene chloride with stirring at room temperature for 5 hours, followed by concentration at reduced pressure. The residue was dissolved in ethyl acetate, washed with brine and dried (MgSO4). After concentrating at reduced pressure, the residue was chromatographed on silica gel eluting with 20% EtOAc/hexane to give 1.58 g (54% yield) of 2-ethyl-4-hydroxy-1-(phenylmethyl)-1H-indole, mp, 86-90° C.

1. concentrationfollowed by concentration at reduced pressure
2. dissolutionThe residue was dissolved in ethyl acetate
3. washwashed with brine
4. dry with materialdried (MgSO4)
5. concentrationAfter concentrating at reduced pressure
6. customthe residue was chromatographed on silica gel eluting with 20% EtOAc/hexane