Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl- → 2,2,6,6-Tetramethyl-4-piperidone

HRID 1077004Notes

Reaction equation

HRID 1077004 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.C1(C)C=CC(S(O)(=O)=[O:20])=CC=1>CC(CC)=O>[CH3:10][C:4]1([CH3:11])[NH:5][C:6]([CH3:9])([CH3:8])[CH2:7][C:2](=[O:20])[CH2:1]1

Participants

4

Reactant 2

HCID 68396Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-HCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 132202,2,6,6-Tetramethyl-4-piperidoneYield 91.7%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A solution of 5.0 g. of acetonine in 33.8 g. of methylethyl ketone was added with 6.2 g. of p-toluenesulfonic acid monohydrate under stirring. The mixture was stirred at room temperature for 8 hours to effect the reaction. After completion of the reaction, the reaction mixture was purified in the same manner as in Example 8 to obtain triacetonamine in a yield of 91.7%.

Workup

  1. customthe reaction
  2. customAfter completion of the reaction
  3. customthe reaction mixture was purified in the same manner as in Example 8

Sources & evidence

ORD record
ord-ef214670320c4719a43a56282963bc44
Source dataset
uspto-grants-1976_05
Patent number
US03959298

Reaction notes

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