2,2,6,6-Tetramethyl-4-piperidone → HCID 131711454, compound

HRID 614226Notes

Reaction equation

HRID 614226 reaction equation
[CH3:1][C:2]1([CH3:11])[NH:8][C:7]([CH3:10])([CH3:9])[CH2:6][C:4](=O)[CH2:3]1.[NH2:12][CH2:13][P:14](=[O:21])([O:18][CH2:19][CH3:20])[O:15][CH2:16][CH3:17].[H][H]>C(O)C.S(=O)(=O)(O)O.[Pt]>[CH3:1][C:2]1([CH3:11])[CH2:3][CH:4]([CH:13]([P:14](=[O:21])([O:18][CH2:19][CH3:20])[O:15][CH2:16][CH3:17])[NH2:12])[CH2:6][C:7]([CH3:10])([CH3:9])[NH:8]1

Participants

7

Reactant 3

HCID 132202,2,6,6-Tetramethyl-4-piperidoneHCID 1596920Diethyl (aminomethyl)phosphonateHCID 178418361HCID 178418361, compound

Product 1

HCID 131711454HCID 131711454, compound

Reagents, catalysts & solvents 3

HCID 1118Sulfuric AcidCatalystHCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

31.0 g (0.21 mol) of triacetonamine and 33.4 g (0.20 mol) of diethyl aminomethylphosphonate are dissolved in 500 ml of ethanol, and the solution is hydrogenated, with the addition of 3 g of platinum-on-charcoal (containing 5% of platinum) and 3 drops of concentrated sulphuric acid, under a slight excess pressure until the absorption of hydrogen has ceased. The catalyst is filtered off and the filtrate is distilled. In this way is obtained diethyl (2,2,6,6-tetramethyl-4-piperidyl)-aminomethylphosphonate as a fine fraction which boils, under a pressure of 0.35 mm Hg, at a temperature of 130°.

Workup

  1. filtrationThe catalyst is filtered off
  2. distillationthe filtrate is distilled

Sources & evidence

ORD record
ord-c385eb8c35774dc9960a340015d3c792
Source dataset
uspto-grants-1979_03
Patent number
US04144224

Reaction notes

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