Reaction #1470425

ord-abc415fa4365433faddbdc5fd0cfe9e1

Reaction equation

CC1(C)CC(OCC2CO2)CC(C)(C)N1O
1-oxyl-2,2,6,6-tetramethyl-4-glycidyloxypiperidine
OCCNCCO
diethanolamine
CC1(C)CC(OCC(O)CN(CCO)CCO)CC(C)(C)N1O
title compound
Yield 29.9%
CC1(C)CC(OCC(O)CN(CCO)CCO)CC(C)(C)N1O
1-Oxyl-2,2,6,6-tetramethyl-4-{2-hydroxy-3-[di(2-hydroxyethyl)amino]propoxy}piperidine
Yield 29.9%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    ExtractionThe solution is then extracted with methylene chloride
  2. 2
    ExtractionThe methylene chloride extract
  3. 3
    Dryingis dried over anhydrous magnesium sulfate
  4. 4
    Filtrationfilter
  5. 5
    Concentrationconcentrated
  6. 6
    OtherThe crude reaction product
  7. 7
    Otheris purified by column chromatography

Procedure

A solution of 2.28 g (0.01 mol) of 1-oxyl-2,2,6,6-tetramethyl-4-glycidyloxypiperidine and 1.05 g (0.01 mol) of diethanolamine in 25 mL of water is stirred at ambient temperature for 16 hours. The solution is then extracted with methylene chloride. The methylene chloride extract is dried over anhydrous magnesium sulfate, filter and concentrated. The crude reaction product is purified by column chromatography to afford 1.0 g of the title compound as a red oil.

Source

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