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

HRID 1586206Notes

Reaction equation

HRID 1586206 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-1d1755d8735541df98c33a470050650b
Source dataset
uspto-grants-1999_08
Patent number
US05942536

Reaction notes

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