N,N-Dimethyl-1,4-dioxaspiro[4.5]decan-8-amine → 4-(Dimethylamino)cyclohexan-1-one

HRID 726084Notes

Reaction equation

HRID 726084 reaction equation
C1O[C:4]2([CH2:9][CH2:8][CH:7]([N:10]([CH3:12])[CH3:11])[CH2:6][CH2:5]2)[O:3]C1>C(O)=O>[CH3:11][N:10]([CH3:12])[CH:7]1[CH2:8][CH2:9][C:4](=[O:3])[CH2:5][CH2:6]1

Participants

3

Reactant 1

HCID 361167N,N-Dimethyl-1,4-dioxaspiro[4.5]decan-8-amine

Product 1

HCID 103745454-(Dimethylamino)cyclohexan-1-oneYield 100%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

4.96 gm (26.8 mMol) 4-dimethylamino-1-cyclohexanone ethylene ketal were dissolved in 50 mL formic acid and the solution stirred at reflux for 18 hours. The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure to give 3.78 gm (100%) of the title compound.

Workup

  1. temperatureat reflux for 18 hours
  2. temperatureThe reaction mixture was then cooled to ambient and the volatiles
  3. customremoved under reduced pressure

Sources & evidence

ORD record
ord-f7c7ccac013f4efeb3012f46a9eb80b4
Source dataset
uspto-grants-1998_01
Patent number
US05708008

Reaction notes

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