反応 #171045

反応方程式

1-azido-3-(4-fluoro-3-methoxyphenyl)-3-methylbutan-2-one

HCl

→

1-amino-3-(4-fluoro-3-methoxyphenyl)-3-methylbutan-2-one hydrochloride

収率 55.4%

溶媒

MeOH

反応条件

後処理

1. 1
   その他The bottle was purged with hydrogen gas (40 psi×2)
2. 2
   ろ過The reaction mixture was filtered through a Celite™ pad
3. 3
   その他The filtrate was evaporated
4. 4
   その他to give a residue, which
5. 5
   その他was triturated with Et2O

実験手順

A pressure bottle was charged with a solution of 1-azido-3-(4-fluoro-3-methoxyphenyl)-3-methylbutan-2-one (99.5 g, 0.396 mol) in MeOH (1.0 L), 50% wet 10% Pd/C (25 g, 25% w/w.) and conc HCl (105 mL, 1.19 mol). The bottle was purged with hydrogen gas (40 psi×2), pressurized with hydrogen (45 psi) and agitated overnight. The reaction mixture was filtered through a Celite™ pad. The filtrate was evaporated to give a residue, which was triturated with Et2O to give 1-amino-3-(4-fluoro-3-methoxyphenyl)-3-methylbutan-2-one hydrochloride (57.4 g, 55%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 8.26 (b, 2H), 7.22 (m, 1H), 6.99 (dd, 1H), 6.89 (m, 1H), 3.87 (s, 3H), 3.81 (s, 2H), 1.50 (s, 6H).

出典