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

HRID 1414089Notes

Reaction equation

HRID 1414089 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]>Cl.C1(NN)C=CC=CC=1.O>[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 2

HCID 180AcetoneHCID 68396Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-3×

Product 1

HCID 132202,2,6,6-Tetramethyl-4-piperidoneYield 230%

Reagents, catalysts & solvents 2

HCID 60962Phenylhydrazine hydrochlorideCatalystHCID 962WaterSolvent

Procedure

80 g of acetonine, 580 g of acetone, 24 g of water and 1.9 g of N-phenylhydrazine hydrochloride were reacted at 50°-55° C. for 3 hours. Then, 50 g of acetonine and 1.3 g of catalyst were added to the reaction solution and reacted for 3 hours. This procedure was repeated twice and the last addition of acetonine and catalyst the reaction was continued for 10 hours at the same temperature and obtained 185.2 g of triacetonamine after stripping and vacuum distillation.

Workup

  1. customreacted for 3 hours

Sources & evidence

ORD record
ord-a59ffce70e324d11ab90fa64ad054ceb
Source dataset
uspto-grants-1981_02
Patent number
US04252958

Reaction notes

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