Réaction #969851

Équation de réaction

4-azido-3-sulfobutanoic acid

→

4-amino-3-sulfobutanoic acid

Rendement 95.1%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Filtrationfiltered through celite
2. 2
   Autreevaporated

Mode opératoire

In a 500 ml of hydrogenation bottle was added 4-azido-3-sulfobutanoic acid (3.00 g, 14.35 mmol), 150 ml of methanol and 0.32 g of Pd/C (10% Pd, 50% wet). After sucked out air, 30 psi of H2 was conducted, and the mixture was shaken overnight, filtered through celite, evaporated, and coevaporated with dry EtOH to afford about 2.50 g (95%) of 4-amino-3-sulfobutanoic acid. 1H NMR (CD3OD) 3.24 (m, 1H), 3.17 (m, 1H), 2.90 (dd, 1H, J=2.6, 16.5 Hz), 2.33 (dd, 1H, J=10.1, 16.5 Hz), ESI MS m/z−181.60 (M−H). The resulted compound was unstable and was used directly without further purification.

Source