反应详情

To a solution of 5-methoxyindole (500 mg, 3.39 mmol) in acetic acid (34 mL), sodium cyanoborohydride (641 mg, 10.20 mmol) was added in portions. After stirring for 30 min at rt, the mixture was quenched with water (2.0 mL) and concentrated. The yellow residue was dissolved in DCM, washed with aq. sat. NaHCO3-solution and brine. The org. layers was dried (MgSO4), filtered and the solvent removed under reduced pressure to yield 5-methoxyindoline which was stored in the freezer. LC-MS conditions B: tR=0.24 min, [M+H]+=150.09.

1. customthe mixture was quenched with water (2.0 mL)
2. concentrationconcentrated
3. dissolutionThe yellow residue was dissolved in DCM
4. washwashed with aq. sat. NaHCO3-solution and brine
5. dry with materiallayers was dried (MgSO4)
6. filtrationfiltered
7. customthe solvent removed under reduced pressure