反应详情

4-Allyl-5-(benzyloxy)-1-methyl-1H-indole (250.0 mg, 0.90 mmol) (Example 59) was dissolved in EtOH (15 mL), then 20% palladium (II) hydroxide on carbon (30 mg) was added, followed by ammonium formate (455 mg, 7.21 mmol). After stirring for 1 h at rt, the mixture was heated to 40° C. for 2.5 h. After cooling to rt, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. Water was added to the residue, and the aqueous phase was extracted with EtOAc (2×). The combined organic phases were dried over Na2SO4, filtered, and concentrated under reduced pressure to give 150 mg (88%) of the title compound as an oil. 1H NMR (400 MHz, CDCl3): δ 1.02 (t, 3H), 1.73 (m, 2H), 2.85 (t, 2H), 3.76 (s, 3H), 4.33 (br, 1H), 6.40 (s, 1H), 6.78 (d, 1H), 7.02 (m, 2H).

1. temperaturethe mixture was heated to 40° C. for 2.5 h
2. temperatureAfter cooling to rt
3. customthe catalyst was removed by filtration
4. concentrationthe filtrate was concentrated under reduced pressure
5. additionWater was added to the residue
6. extractionthe aqueous phase was extracted with EtOAc (2×)
7. dry with materialThe combined organic phases were dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure