Potassium Carbonate → HCID 12937943, compound

HRID 2413776Notes

Reaction equation

HRID 2413776 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:14][CH2:13][CH2:12][NH:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.C([O-])([O-])=O.[K+].[K+].[CH2:21](I)[CH2:22][CH2:23][CH2:24][CH3:25]>CC#N>[CH2:21]([N:11]1[CH2:12][CH2:13][CH2:14][CH:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH2:10]1)[CH2:22][CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123351-IodopentaneHCID 110742303-(3-Methoxyphenyl)piperidine

Product 1

HCID 12937943HCID 12937943, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of 3-(3-methoxyphenyl)piperidine (3.92 g, 0.02 mol) in CH3CN (100 ml), solid K2CO3 (5 g) was added and then the mixture was refluxed. A solution of pentyliodide (4.5 g, 0.021 mol) in CH3CN (10 ml) was added dropwise under 30 min. and then the mixture was refluxed for an additional 30 min. The solid was filtered off from the cooled mixture, and the solvent evaporated giving an oil which was chromatographed on a silica gel column with methanol as eluant. Yield 1.3 g (25%) of pure N-pentyl-3-(3-methoxyphenyl)piperidine (NMR) as an oil.

Workup

  1. temperaturethe mixture was refluxed
  2. temperaturethe mixture was refluxed for an additional 30 min
  3. filtrationThe solid was filtered off from the cooled mixture
  4. customthe solvent evaporated
  5. customgiving an oil which
  6. customwas chromatographed on a silica gel column with methanol as eluant

Sources & evidence

ORD record
ord-c64403a2580e4424902fd325ae544b46
Source dataset
uspto-grants-1988_01
Patent number
US04719219

Reaction notes

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