Potassium Carbonate → HCID 12937943, compound

HRID 2108192Notes

Reaction equation

HRID 2108192 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-94086c68f2194a4e92169a1148b70528
Source dataset
uspto-grants-1990_06
Patent number
US04937346

Reaction notes

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