Potassium Carbonate → HCID 66790112, compound

HRID 1510159Notes

Reaction equation

HRID 1510159 reaction equation
[CH:1]([CH:3]1[CH2:8][C:7](=[O:9])[CH2:6][CH2:5][NH:4]1)=[CH2:2].Cl[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH:19]([CH3:21])[CH3:20])[CH:13]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH:19]([O:18][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[CH2:11][N:4]1[CH2:5][CH2:6][C:7](=[O:9])[CH2:8][CH:3]1[CH:1]=[CH2:2])([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 205693092-Ethenylpiperidin-4-oneHCID 295411551-(Chloromethyl)-3-(1-methylethoxy)benzene

Product 1

HCID 66790112HCID 66790112, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

2-vinylpiperidin-4-one (4.85 g, 38.7 mmol) in acetonitrile (40 ml) was added 1-(chloromethyl)-3-isopropoxybenzene (7.16 g, 38.7 mmol) and finely ground K2CO3 (16.1 g, 116 mmol). The mixture was stirred at 60° C. for 12 hrs. The solution was filtered, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 65i, eluting with 15% ethyl acetate/hexanes.

Workup

  1. filtrationThe solution was filtered
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel Biotage 65i
  4. washeluting with 15% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-9f5efcdc2e394b4b9bb9b8bb13a10979
Source dataset
uspto-grants-2012_07
Patent number
US08211904B2

Reaction notes

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