Hydrochloric Acid → 4-[(Dimethylamino)methyl]cyclohexan-1-one

HRID 733078Notes

Reaction equation

HRID 733078 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][N:12]([CH3:14])[CH3:13])[CH2:7][CH2:6]2)[O:4]CC1.Cl>O>[CH3:14][N:12]([CH2:11][CH:8]1[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]1)[CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68705273[(1,4-Dioxaspiro[4.5]dec-8-yl)-methyl]-dimethylamine

Product 1

HCID 233378034-[(Dimethylamino)methyl]cyclohexan-1-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The crude product of the corresponding [(1,4-dioxaspiro[4.5]dec-8-yl)-methyl]-dimethylamine (88 mmol) was dissolved in water (40 ml), combined with conc. hydrochloric acid (59 ml) and stirred for 20 h at RT. The reaction mixture was extracted with diethyl ether (2×100 ml), the aqueous phase was alkalized with 5N NaOH with ice cooling, extracted with dichloromethane (3×100 ml), dried and evaporated. The products were obtained as white solids or oils.

Workup

  1. extractionThe reaction mixture was extracted with diethyl ether (2×100 ml)
  2. extractionextracted with dichloromethane (3×100 ml)
  3. customdried
  4. customevaporated
  5. customThe products were obtained as white solids or oils

Sources & evidence

ORD record
ord-aaa75d598a3040ff8b5913486959acfe
Source dataset
uspto-grants-2009_09
Patent number
US07589113B2

Reaction notes

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