反応 #84027

反応方程式

Hydrogen

Hydrogen

3-nitrophthalic acid

hydrogen

→

3-aminophthalic acid

収率 84.0%

溶媒

ethanol

反応条件

後処理

1. 1
   その他the mixture was purged with nitrogen 3 times
2. 2
   ろ過The suspension was filtered through a celite bed
3. 3
   洗浄rinsed with methanol
4. 4
   濃縮The filtrate was concentrated in vacuo
5. 5
   その他isolated by vacuum filtration
6. 6
   その他The solid was dried in vacuo to a constant weight

実験手順

10% Pd/C (2.5 g), 3-nitrophthalic acid (75.0 g, 355 mmol) and ethanol (1.5 L) were charged to a 2.5 L Parr hydrogenator under a nitrogen atmosphere. Hydrogen was charged to the reaction vessel for up to 55 psi. The mixture was shaken for 13 hours, maintaining hydrogen pressure between 50 and 55 psi. Hydrogen was released and the mixture was purged with nitrogen 3 times. The suspension was filtered through a celite bed and rinsed with methanol. The filtrate was concentrated in vacuo. The resulting solid was reslurried in ether and isolated by vacuum filtration. The solid was dried in vacuo to a constant weight, affording 54 g (84% yield) of 3-aminophthalic acid as a yellow product. 1H-NMR (DMSO-d6) δ: 3.17 (s, 2H), 6.67 (d, 1H), 6.82 (d, 1H), 7.17 (t, 1H), 8-10 (br, s, 2H); 13C-NMR (DMSO-d6) δ: 112.00, 115.32, 118.20, 131.28, 135.86, 148.82, 169.15, 170.09.

出典