Acetone → 2,2,6,6-Tetramethyl-4-piperidone

HRID 1077001Notes

Reaction equation

HRID 1077001 reaction equation
[CH3:1][C:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[NH:5][C:4]([CH3:11])([CH3:10])N=1.O.CS(O)(=O)=[O:15].CC(C)=O>CO>[CH3:10][C:4]1([CH3:11])[NH:5][C:6]([CH3:9])([CH3:8])[CH2:7][C:2](=[O:15])[CH2:1]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 962WaterHCID 6395Methanesulfonic AcidHCID 68396Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-

Product 1

HCID 132202,2,6,6-Tetramethyl-4-piperidoneYield 130%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.0 g. of Acetonine, 0.5 g. of water and 3.1 g. of methanesulfonic acid were added to a mixed solvent comprising 35 g. of acetone and 35 g. of methanol. The mixture was stirred at room temperature for 24 hours to effect the reaction. After completion of the reaction, the reaction mixture was purified in the same manner as in Example 5 to obtain triacetonamine in a yield of 130%.

Workup

  1. customthe reaction
  2. customAfter completion of the reaction
  3. customthe reaction mixture was purified in the same manner as in Example 5

Sources & evidence

ORD record
ord-71c01cbe5fc94472ac27ff1d435d098f
Source dataset
uspto-grants-1976_05
Patent number
US03959298

Reaction notes

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