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

HRID 2395522Notes

Reaction equation

HRID 2395522 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-efabff6d47a348f28d120b82ecc5bc2a
Source dataset
uspto-grants-1998_09
Patent number
US05814653

Reaction notes

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