反应详情

To a solution of lithium aluminum hydride (LiAlH4, 144 mg, 3.6 mmol) in THF (10 ml) at 0° C. was added 1-benzyl-2-isopropyl-5-(methoxymethoxy)-1H-indole-3-carboxylic acid, ethyl ester (Compound 2, 270 mg, 0.71 mmol) in THF (5 ml) slowly. The reaction was stirred at room temperature for 4.5 h, cooled to 0° C., and it was quenched with H2O (0.7 ml) and 4 M NaOH (1.0 ml), Silica gel was added, and the mixture was diluted with EtOAc, and filtered through Celite, and it was concentrated to yield the crude product, (1-benzyl-2-isopropyl-5-(methoxymethoxy)-1H-indol-3-yl)methanol (Compound 3) as a clear oil, which was used immediately in the next step (Example 4) without further purification or characterization.

1. temperaturecooled to 0° C.
2. customit was quenched with H2O (0.7 ml) and 4 M NaOH (1.0 ml), Silica gel
3. additionwas added
4. additionthe mixture was diluted with EtOAc
5. filtrationfiltered through Celite, and it
6. concentrationwas concentrated