反应 #1885101

反应方程式

N-benzyl-3-fluoro-5-methoxy-4-methylaniline

hydrogen

→

3-fluoro-5-methoxy-4-methylaniline

收率 83.0%

溶剂

methanol

反应条件

后处理

1. 1
   过滤The catalyst was filtered
2. 2
   浓缩the solution concentrated in vacuo

实验过程

To a solution of N-benzyl-3-fluoro-5-methoxy-4-methylaniline (223 mg, 0.91 mmol) in methanol (25 mL) prepared in a Parr shaker flask was added palladium hydroxide (20% on carbon). This was subjected to 45 psi of hydrogen gas overnight until the LCMS showed complete conversion. The catalyst was filtered and the solution concentrated in vacuo to yield 117 mg (83%) of 3-fluoro-5-methoxy-4-methylaniline as an oil. 1H NMR (300 MHz, CDCl3) δ 6.03 (d, J=12.0 Hz, 1H), 6.01 (s, 1H), 3.77 (s, 3H), 2.09 (s, 3H); LCMS (m/z): 156 (MH+). Compound I-120 was made using this aniline.

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