反応 #61846

反応方程式

4-(2-Benzyloxy-naphthalen-1-yl)-oxazol-2-ylamine

4-(2-benzyloxy-naphthalen-1-yl)-oxazol-2-ylamine

hydrogen

→

1-(2-amino-oxazol-4-yl)-naphthalen-2-ol

収率 41.0%

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過The mixture was filtered through a pad of hyflo
2. 2
   洗浄washed with industrial methylated spirits
3. 3
   濃縮The filtrate was concentrated under reduced pressure
4. 4
   その他the residue was purified by column chromatography

実験手順

4-(2-Benzyloxy-naphthalen-1-yl)-oxazol-2-ylamine (12, 1.0 g) was dissolved in ethanol and then palladium, 10% on carbon (390 mg) was added. The mixture was stirred under 1 atmosphere of hydrogen for 48 hours. The mixture was filtered through a pad of hyflo and washed with industrial methylated spirits. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography to afford 1-(2-amino-oxazol-4-yl)-naphthalen-2-ol (22) (290 mg, 41%) as a glassy orange foam. 1H NMR (DMSO-D6): 6.6 (2H, br s), 6.85 (1H, s), 7.2 (1H, d, J=9.0 Hz), 7.25 (1H, m), 7.4 (1H, m), 7.75 (2H, m), 7.9 (1H, m), 9.9 (1H, br s). Mass Spectrum (m/z): 227 (M+H)+.

出典