Hydrochloric Acid → 2-Azaspiro[4.6]undecan-3-one

HRID 903583Notes

Reaction equation

HRID 903583 reaction equation
C([N:4]1[C:8](=[O:9])[CH2:7][C:6]2([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:5]1)(=O)C.C(=O)([O-])[O-].[K+].[K+].Cl>C(O)C>[O:9]=[C:8]1[CH2:7][C:6]2([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:5][NH:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 23336701HCID 23336701, compound

Product 1

HCID 233366992-Azaspiro[4.6]undecan-3-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

38 g. N-acetyl-3-oxo-2-azaspiro[4,6]undecane are heated to 60° C. for 6 hours in a solution of 40 g. potassium carbonate in 400 ml. 80% aqueous ethanol. The reaction mixture is then acidified with dilute hydrochloric acid, the ethanol is stripped off in a vacuum and the aqueous residue is extracted with methylene chloride. The residue obtained after evaporation of the solvent gives, upon vacuum distillation, 3-oxo-2-azaspiro[4,6]undecane in the form of a colourless syrup; b.p. 125°-135° C./10-3 mm.Hg. After crystallisation from diisopropyl ether, the compound melts at 70°-74° C.

Workup

  1. extractionthe aqueous residue is extracted with methylene chloride
  2. customThe residue obtained
  3. customafter evaporation of the solvent

Sources & evidence

ORD record
ord-0555c20d69ff4e97a50ff66a54f7965e
Source dataset
uspto-grants-1980_10
Patent number
US04228179

Reaction notes

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