Sodium Hydroxide → 4-Amino-1,2,2,6,6-pentamethylpiperidine

HRID 262043Notes

Reaction equation

HRID 262043 reaction equation
C([NH:9][CH:10]1[CH2:15][C:14]([CH3:17])([CH3:16])[N:13]([CH3:18])[C:12]([CH3:20])([CH3:19])[CH2:11]1)(=O)C1C=CC=CC=1.[OH-].[Na+]>Cl>[CH3:18][N:13]1[C:14]([CH3:16])([CH3:17])[CH2:15][CH:10]([NH2:9])[CH2:11][C:12]1([CH3:20])[CH3:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20382789N-(1,2,2,6,6-Pentamethylpiperidin-4-yl)benzamide

Product 1

HCID 6937924-Amino-1,2,2,6,6-pentamethylpiperidine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

750 parts of 4-benzoylamino-1,2,2,6,6-pentamethyl piperidine are dissolved in 1000 parts of concentrated hydrochloric acid and the resulting solution is boiled under reflux for 10 hours. After cooling, sodium hydroxide is added until an alkaline reaction is obtained and the mixture is repeatedly extracted with methylene chloride. The residue obtained after removal of the methylene chloride by evaporation is distilled in vacuo, 300 parts of 1,2,2,6,6-pentamethyl-4-aminopiperidine boiling at 98° C./15 Torr distilling over.

Workup

  1. temperatureunder reflux for 10 hours
  2. temperatureAfter cooling
  3. customis obtained
  4. extractionthe mixture is repeatedly extracted with methylene chloride
  5. customThe residue obtained
  6. customafter removal of the methylene chloride
  7. customby evaporation
  8. distillationis distilled in vacuo, 300 parts of 1,2,2,6,6-pentamethyl-4-aminopiperidine boiling at 98° C./15 Torr
  9. distillationdistilling over

Sources & evidence

ORD record
ord-af6339c97ec140c2aa1ff9798e8ac2ac
Source dataset
uspto-grants-1979_05
Patent number
US04153596

Reaction notes

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