Hydrochloric Acid → 4-(Dimethylamino)-4-phenylcyclohexan-1-one

HRID 1349387Notes

Reaction equation

HRID 1349387 reaction equation
Cl.[CH3:2][N:3]([CH3:20])[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>O>[CH3:2][N:3]([CH3:20])[C:4]1([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:13][CH2:12][C:7](=[O:8])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 12595611HCID 12595611, compound

Product 1

HCID 114244924-(Dimethylamino)-4-phenylcyclohexan-1-oneYield 72.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

165 ml of hydrochloric acid (32 wt. %) were diluted with 100 ml of water; 60.0 g of dimethyl-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-amine were added to this approximately six molar hydrochloric acid, and stirring was carried out for 24 hours. The reaction mixture was washed three times using 50 ml of diethyl ether each time, rendered alkaline (pH>10) with 100 ml of sodium hydroxide solution (32 wt. %) and extracted three times using 100 ml of dichloromethane each time. The extracts were combined, dried over sodium sulfate, filtered and concentrated. 36.1 g of 4-dimethylamino-4-phenylcyclohexanone were obtained.

Workup

  1. washThe reaction mixture was washed three times
  2. extractionextracted three times
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ad6ebbd35ad5460cae4f44f518094c6f
Source dataset
uspto-grants-2007_05
Patent number
US07211694B2

Reaction notes

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