反应详情

α-Aminoalcohol 17 (500 mg, 0.71 mmol) was dissolved in ethanol (20 mL). Following the standard hydrogenation procedure, palladium dihydroxide (20% on carbon, 50% wet) was added. The reaction mixture was stirred for 15 h at ambient temperature under atmospheric H2 pressure. The catalyst was removed by filtration through diatomaceous earth and the filtrate was concentrated to a yellow solid. Purification of the crude solid by column chromatography eluting with 10-30% (20% concentrated ammonium hydroxide in methanol) in dichloromethane gave 18 (146 mg, 53%) as a yellow solid: 1H NMR (300 MHz, CD3OD) δ 1.29-1.72 (m, 5H), 1.93 (s, 3H), 2.58 (t, 2H), 2.71-2.90 (m, 4H), 2.99 (t, 2H), 4.05 (t, 2H), 4.66-4.72 (m, 1H), 6.78-6.85 (m, 3H), 6.97-7.16 (m, 3H), 7.82-8.04 (m, 1H), 8.29 (s, 1H).

1. additionwas added
2. customThe catalyst was removed by filtration through diatomaceous earth
3. concentrationthe filtrate was concentrated to a yellow solid
4. customPurification of the crude solid by column chromatography
5. washeluting with 10-30% (20% concentrated ammonium hydroxide in methanol) in dichloromethane