N,2,2,6,6-Pentamethylpiperidin-4-amine → 2-Hydroxy-1,3-bis[N-methyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino]propane

HRID 1862922Notes

Reaction equation

HRID 1862922 reaction equation
[O:1]1[CH2:16][CH:2]1[CH2:3][N:4]([CH:6]1[CH2:11][C:10]([CH3:13])([CH3:12])[NH:9][C:8]([CH3:15])([CH3:14])[CH2:7]1)[CH3:5].[CH3:17][NH:18][CH:19]1[CH2:24][C:23]([CH3:26])([CH3:25])[NH:22][C:21]([CH3:28])([CH3:27])[CH2:20]1>C1C=CC=CC=1>[OH:1][CH:2]([CH2:16][N:18]([CH:19]1[CH2:24][C:23]([CH3:26])([CH3:25])[NH:22][C:21]([CH3:28])([CH3:27])[CH2:20]1)[CH3:17])[CH2:3][N:4]([CH3:5])[CH:6]1[CH2:11][C:10]([CH3:13])([CH3:12])[NH:9][C:8]([CH3:15])([CH3:14])[CH2:7]1

Participants

4

Reactant 2

HCID 13657792N,2,2,6,6-Pentamethylpiperidin-4-amineHCID 203935544-[N-(2,3-epoxypropyl)-N-methylamino]-2,2,6,6-tetramethylpiperidine

Product 1

HCID 203935532-Hydroxy-1,3-bis[N-methyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino]propane

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 2.2 g of 4-[N-(2,3-epoxypropyl)-N-methylamino]-2,2,6,6-tetramethylpiperidine and 1.7 g of 4-methylamino-2,2,6,6-tetramethylpiperidine in 20 ml of benzene was refluxed, with stirring, for 3 hours. At the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure and then the resulting residue was distilled in vacuo, giving the desired compound in the form of a colourless, viscous oil boiling at 194°-196° C. at 0.2 mmHg.

Workup

  1. temperaturewas refluxed
  2. customAt the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure
  3. distillationthe resulting residue was distilled in vacuo

Sources & evidence

ORD record
ord-f27e607aba4d464f8a53aa12032fb160
Source dataset
uspto-grants-1979_09
Patent number
US04166813

Reaction notes

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