Réaction #1470431

ord-aaf58764d9194c879314a643f960df35

Équation de réaction

CC1(C)CC(O)CC(C)(C)N1O
1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine
O=C(O)CC(O)(CC(=O)O)C(=O)O
citric acid
→
CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.O=C([O-])CC(O)(CC(=O)[O-])C(=O)[O-]
product
CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.O=C([O-])CC(O)(CC(=O)[O-])C(=O)[O-]
Tris-(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) Citrate

Réactifs

—
Pt
CC1(C)CC(O)CC(C)(C)N1O
1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine
O=C(O)CC(O)(CC(=O)O)C(=O)O
citric acid
—
glass

Réactifs

Aucun

Solvants

O
water

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreCatalyst is removed by filtration through a pad of Celite
  2. 2
    AutreRemoval of water

Mode opératoire

To a glass 0.5 L reaction bottle are added 20.0 g (116 mmol) of 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine, 7.39 g (38.5 mmol) citric acid, 200 mg 5% Pt on C and 100 mL water. Catalytic hydrogenation is carried out at 50 psi for 30 minutes at room temperature. Catalyst is removed by filtration through a pad of Celite. The aqueous salt solution has a pH of 5.56. Removal of water yields the product as a hygroscopic glassy solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06254724B1uspto-grants-2001_07