Hydrochloric Acid → 2,2,6,6-Tetramethylpiperidin-4-one hydrochloride

HRID 1414088Notes

Reaction equation

HRID 1414088 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.[OH2:12].[ClH:13]>Cl.Cl.CNNC.CC(C)=O>[CH3:10][C:4]1([CH3:11])[NH:5][C:6]([CH3:9])([CH3:8])[CH2:7][C:2](=[O:12])[CH2:1]1.[ClH:13]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 68396Pyrimidine, 1,2,5,6-tetrahydro-2,2,4,6,6-pentamethyl-

Product 1

HCID 944522,2,6,6-Tetramethylpiperidin-4-one hydrochloride

Reagents, catalysts & solvents 2

HCID 93801,2-Dimethylhydrazine dihydrochlorideCatalystHCID 180AcetoneSolvent2×

Procedure

A mixture of 83 g of acetonine, 167 g of acetone, 17 g of water and 4.2 g of N,N'-dimethylhydrazine dihydrochloride was reacted at 50°-55° C. for 15 hours and then stripped under reduced pressure, followed by addition of acetone to the light-red residue and hydrogen chloride gas to pH=7. The crystals precipitated were filtered, washed with acetone, and dried to give 72.2 g of triacetonamine hydrochloride.

Workup

  1. customwas reacted at 50°-55° C. for 15 hours
  2. customThe crystals precipitated
  3. filtrationwere filtered
  4. washwashed with acetone
  5. customdried

Sources & evidence

ORD record
ord-b30cd15ab64c45ca9a14867e940e1eff
Source dataset
uspto-grants-1981_02
Patent number
US04252958

Reaction notes

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