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Dimethyl-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-ylmethyl)-amine → 4-Dimethylaminomethyl-4-phenylcyclohexanone

HRID 1477189
Notes
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Reaction equation

HRID 1477189 reaction equation
[CH3:1][N:2]([CH3:20])[CH2:3][C:4]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:13][CH2:12][C:7]2(OCC[O:8]2)[CH2:6][CH2:5]1>OS(O)(=O)=O>[CH3:20][N:2]([CH2:3][C:4]1([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:5][CH2:6][C:7](=[O:8])[CH2:12][CH2:13]1)[CH3:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 45026964Dimethyl-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-ylmethyl)-amine

Product 1

HCID 686322734-Dimethylaminomethyl-4-phenylcyclohexanone

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

The title compound of step 5 (5.40 g, 19.6 mmol) was dissolved in 5% H2SO4 (300 mL) and stirred for 1 d at RT. The solution was then washed with ether three times and the ether phase discarded. The aqueous phase was made alkaline with 5N NaOH with ice cooling and extracted with dichloromethane three times. The organic phase was washed with a little water, dried over Na2SO4 and concentrated to low volume in a vacuum.

Workup

  1. washThe solution was then washed with ether three times
  • extractionextracted with dichloromethane three times
  • washThe organic phase was washed with a little water
  • dry with materialdried over Na2SO4
  • concentrationconcentrated to low volume in a vacuum
  • Sources & evidence

    ORD record
    ord-adfd7ab8f2db4837b355be98248fe2de
    Source dataset
    uspto-grants-2016_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09403767B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes