Reaction #1470429

ord-f4cef4d0eae74a0488a51f78e371ed68

Reaction equation

CC1(C)CC(O)CC(C)(C)N1O
1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidine
O=S(=O)(O)O
sulfuric acid
→
CC1(C)CC(O)CC(C)(C)[NH+]1O.O=S(=O)([O-])O
hydroxylamine
Yield 38.1%
CC1(C)CC(O)CC(C)(C)[NH+]1O.O=S(=O)([O-])O
1-Hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium Bisulfate
Yield 38.1%

Reactants

CC1(C)CC(O)CC(C)(C)N1O
1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidine
O=S(=O)(O)O
sulfuric acid

Reagents

None

Solvents

CC(C)O
isopropanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

5.0 g (0.029 mol) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidine and 3.0 g (0.031 mol) sulfuric acid are recrystallized from 50 mL of isopropanol, yielding 3.0 g of the desired hydroxylamine salt as a white crystalline solid, mp 238-241° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06254724B1uspto-grants-2001_07