Potassium Carbonate → 1-(2-Methoxyethyl)piperidin-4-one

HRID 2403405Notes

Reaction equation

HRID 2403405 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=O.C(=O)([O-])[O-:9].[K+].[K+].[CH3:14][O:15][CH2:16][CH2:17]Br>C(#N)C.ClCCl>[CH3:14][O:15][CH2:16][CH2:17][N:1]1[CH2:6][CH2:5][C:4](=[O:9])[CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 126652-PiperidoneHCID 809722-Bromoethyl methyl ether

Product 1

HCID 247102641-(2-Methoxyethyl)piperidin-4-one

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of piperidone (317 mg) and potassium carbonate (530 mg) in acetonitrile at room temperature (20 mL) was added 2-bromoethyl methyl ether (0.48 mL). The reaction mixture was heated at reflux for 16 h, allowed to cool to room temperature and then reduced in vacuo. The residue was then redissolved in dichloromethane (20 mL) and washed with water (20 mL) and brine (20 mL), dried (MgSO4) and reduced in vacuo to give 1-(2-methoxy-ethyl)-piperidin-4-one as colourless oil (171 mg).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 16 h
  3. washwashed with water (20 mL) and brine (20 mL)
  4. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-697cc172da59494eaf9a8c47436b2acc
Source dataset
uspto-grants-2014_08
Patent number
US08802670B2

Reaction notes

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