Methanol → 1-Benzyl-3,5-dimethylpiperidin-4-one

HRID 2267702Notes

Reaction equation

HRID 2267702 reaction equation
[CH2:1]([N:8]1[CH2:13][CH:12]([CH3:14])[C:11](=NN(C)C)[CH:10]([CH3:19])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[OH:21]>Cl>[CH2:1]([N:8]1[CH2:13][CH:12]([CH3:14])[C:11](=[O:21])[CH:10]([CH3:19])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 66841656HCID 66841656, compound

Product 1

HCID 222789201-Benzyl-3,5-dimethylpiperidin-4-one

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

43 (1.7 g, 6.5 mmol) is dissolved in a 1.25M solution of HCl in methanol (20 ml, 25 mmol) and refluxed for 1.5 h The reaction mixture is evaporated under reduced pressure and dried at high vacuum. The residue (1.7 g of a colorless oil) is dissolved in ethyl acetate and treated with 5M NaOH. The organic layers are evaporated under reduced pressure.

Workup

  1. temperaturerefluxed for 1.5 h The reaction mixture
  2. customis evaporated under reduced pressure
  3. customdried at high vacuum
  4. dissolutionThe residue (1.7 g of a colorless oil) is dissolved in ethyl acetate
  5. additiontreated with 5M NaOH
  6. customThe organic layers are evaporated under reduced pressure

Sources & evidence

ORD record
ord-71241cc21a6c4baebed081c7676bed4c
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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