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

HRID 1447755Notes

Reaction equation

HRID 1447755 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>[NH2:9][CH:10]1[CH2:11][C:12]([CH3:19])([CH3:20])[N:13]([CH3:18])[C:14]([CH3:17])([CH3:16])[CH2:15]1

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-pentamethylpiperidine are dissolved in 1000 parts of concentrated hydrochloric acid and the solution is boiled under reflux for 10 hours. Sodium hydroxide solution is added after cooling until the reaction is alkaline, and the mixture is repeatedly extracted with methylene chloride. The residue left after evaporation of methylene chloride is distilled under vacuum; 300 parts of 1,2,2,6,6-pentamethyl-4-amino-piperidine boiling at 98° C./15 Torr are thereby distilled over.

Workup

  1. temperatureunder reflux for 10 hours
  2. temperatureafter cooling until the reaction
  3. extractionthe mixture is repeatedly extracted with methylene chloride
  4. waitThe residue left
  5. customafter evaporation of methylene chloride
  6. distillationis distilled under vacuum
  7. distillation300 parts of 1,2,2,6,6-pentamethyl-4-amino-piperidine boiling at 98° C./15 Torr are thereby distilled over

Sources & evidence

ORD record
ord-44d8c57e4dcb460293e1a0899846cb05
Source dataset
uspto-grants-1979_12
Patent number
US04178279

Reaction notes

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