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

HRID 1658307Notes

Reaction equation

HRID 1658307 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.CC(C)=[O:14].CS(O)(=O)=O>CO>[CH3:10][C:4]1([CH3:11])[NH:5][C:6]([CH3:9])([CH3:8])[CH2:7][C:2](=[O:14])[CH2:1]1

Participants

5

Reactant 3

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

Product 1

HCID 132202,2,6,6-Tetramethyl-4-piperidoneYield 95.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6.3 g. of acetonine in a mixed solvent comprising 30 g. of acetone and 30 g. of methanol was added with 1.6 g. of methanesulfonic acid. The mixture was maintained at room temperature for 24 hours in a sealed equipment to effect the reaction. After completion of the reaction, the reaction mixture was purified in the same manner as in Example 1 to obtain triacetonamine in a yield of 95.3%.

Workup

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

Sources & evidence

ORD record
ord-1e20288ae3ed49428d8d716ea55721ce
Source dataset
uspto-grants-1976_06
Patent number
US03963730

Reaction notes

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