Potassium Carbonate → HCID 66737812, compound

HRID 1641322Notes

Reaction equation

HRID 1641322 reaction equation
O.Cl.[NH:3]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1.Br[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+]>CN(C=O)C>[OH2:9].[CH:19]([O:18][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[CH2:11][N:3]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1)([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2723901PiperonylamineHCID 217147011-(BroMoMethyl)-3-isopropoxybenzene

Product 1

HCID 66737812HCID 66737812, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-piperidone hydrochloride monohydrate (19.52 g, 127.12 mmol), 1-Bromomethyl-3-isopropoxy-benzene (19.41 g, 84.76 mmol) and K2CO3 in DMF (150 mL) is stirred at rt for 16 hr. Solvent is removed in vacco, the residue is extract (EtOAc/Brine), dried (Na2SO4), concentrated, and purified by chromatography (silica gel, EtoAc/hexanes, 2/3) to afford 14-4. (MH+, 266)

Workup

  1. customSolvent is removed in vacco
  2. extractionthe residue is extract (EtOAc/Brine)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. custompurified by chromatography (silica gel, EtoAc/hexanes, 2/3)
  6. customto afford 14-4

Sources & evidence

ORD record
ord-deabc23b72914a80ae3d76a7c39ac737
Source dataset
uspto-grants-2012_02
Patent number
US08114887B2

Reaction notes

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