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

HRID 1658310Notes

Reaction equation

HRID 1658310 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.CO.[N+]([O-])(O)=[O:15].NC(N)=O>CC(C)=O>[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

5

Reactant 3

HCID 887MethanolHCID 31295Carbamimidic acid--nitric acid (1/1)HCID 68396Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-

Product 1

HCID 132202,2,6,6-Tetramethyl-4-piperidoneYield 125%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 5.0 g. of acetonine in 21 g. of methanol was added with 19 g. of acetone and 4.0 g. of urea nitrate. The mixture was maintained 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 1 to obtain triacetonamine in a yield of 125%.

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-40089d1652a641c88c7a98a3bfbd95a6
Source dataset
uspto-grants-1976_06
Patent number
US03963730

Reaction notes

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