Реакция #84027

Уравнение реакции

Hydrogen

Hydrogen

3-nitrophthalic acid

hydrogen

→

3-aminophthalic acid

Выход 84.0%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Другоеthe mixture was purged with nitrogen 3 times
2. 2
   ФильтрацияThe suspension was filtered through a celite bed
3. 3
   Промывкаrinsed with methanol
4. 4
   КонцентрированиеThe filtrate was concentrated in vacuo
5. 5
   Другоеisolated by vacuum filtration
6. 6
   ДругоеThe solid was dried in vacuo to a constant weight

Методика

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.

Источник