2,2,6,6-Tetramethyl-4-piperidone → 5,5,7,7-Tetramethyl-1-oxa-6-azaspiro[2.5]octane

HRID 435159Notes

Reaction equation

HRID 435159 reaction equation
[CH3:1][O:2][Na].[CH3:4][C:5]1([CH3:14])[NH:11][C:10]([CH3:13])([CH3:12])[CH2:9][C:7](=O)[CH2:6]1>CC#N>[CH3:12][C:10]1([CH3:13])[CH2:9][C:7]2([CH2:1][O:2]2)[CH2:6][C:5]([CH3:14])([CH3:4])[NH:11]1

Participants

4

Reactant 2

HCID 132202,2,6,6-Tetramethyl-4-piperidoneHCID 178418582HCID 178418582, compound

Product 1

HCID 206710945,5,7,7-Tetramethyl-1-oxa-6-azaspiro[2.5]octane

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

44.55 g (0.825 mole) of CH3ONa were then added, under stirring, to the mixture and then, in half an hour, a solution of 77.5 g (0.5 mole) of triacetonamine dissolved in 50 cc of CH3CN was gradually added. After having stirred the mixture for 4 hours at room temperature, most of the solvent was distilled under vacuum and 500 cc of H2O were added to the mixture.

Workup

  1. waitin half an hour
  2. additionwas gradually added
  3. stirringAfter having stirred the mixture for 4 hours at room temperature
  4. distillationmost of the solvent was distilled under vacuum and 500 cc of H2O
  5. additionwere added to the mixture

Sources & evidence

ORD record
ord-3ffd5f55f65f4aa694bcb09c4f63d322
Source dataset
uspto-grants-1983_08
Patent number
US04400513

Reaction notes

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