Reaction #1470430

ord-7e68e9a59c854daea9ef038cde659c0e

Reaction equation

O=S(=O)(O)O
sulfuric acid
CC(=O)NC1CC(C)(C)N(O)C(C)(C)C1
1-oxyl-2,2,6,6-tetramethyl-4-acetamidopiperidine
→
CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1.O=S(=O)([O-])O
1-Hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium Bisulfate

Reactants

O=S(=O)(O)O
sulfuric acid
CC(=O)NC1CC(C)(C)N(O)C(C)(C)C1
1-oxyl-2,2,6,6-tetramethyl-4-acetamidopiperidine

Reagents

None

Solvents

CC(C)O
isopropanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationAfter 48 hrs the resulting white solid is collected by filtration
  2. 2
    Washwashed with isopropanol
  3. 3
    Otherdried under vacuum, mp 198° C.

Procedure

2.6 ml of concentrated sulfuric acid is added dropwise to a solution of 10.0 g (46.9 mmol) 1-oxyl-2,2,6,6-tetramethyl-4-acetamidopiperidine in 50 ml isopropanol. After 48 hrs the resulting white solid is collected by filtration, washed with isopropanol and dried under vacuum, mp 198° C.

Source

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