Boron trifluoride etherate → 2,2,6,6-Tetramethyl-4-piperidone

HRID 1658315Notes

Reaction equation

HRID 1658315 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.B(F)(F)F.CC[O:18]CC>CC(C)=O>[CH3:10][C:4]1([CH3:11])[NH:5][C:6]([CH3:9])([CH3:8])[CH2:7][C:2](=[O:18])[CH2:1]1

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 68396Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-

Product 1

HCID 132202,2,6,6-Tetramethyl-4-piperidoneYield 116%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 15.4 g. of acetonine in 60 g. of acetone was added dropwise with 6.5 g. of boron trifluoride etherate at room temperature. After completion of the addition, the mixture was heated at 48°-50°C. for 3 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 116%.

Workup

  1. customat room temperature
  2. additionAfter completion of the addition
  3. temperaturethe mixture was heated at 48°-50°C. for 3 hours
  4. customthe reaction
  5. customAfter completion of the reaction
  6. customthe reaction mixture was purified in the same manner as in Example 1

Sources & evidence

ORD record
ord-2196689b02ee4ba2a0d90a25f231601f
Source dataset
uspto-grants-1976_06
Patent number
US03963730

Reaction notes

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