Piperidine → 1-(4-Iodobenzoyl)piperidine

HRID 82038

Reaction equation

HRID 82038 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>ClCCl>[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 743734-Iodobenzoyl chloride

Product 1

HCID 51492041-(4-Iodobenzoyl)piperidineYield 100.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 4-iodo-benzoyl chloride (2.00 g, 7.51 mmol) in dichloromethane (25 mL) was added piperidine (1.85 mL, 18.76 mmol). The reaction mixture was heated at reflux for 1.5 hour and then cooled to room temperature. The organic layer was washed with an aqueous 1M HCl solution, brine, dried (Na2SO4), filtered, concentrated under vacuum to give the title compound (2.37 g, 100%) as a white solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 1.5 hour
  3. washThe organic layer was washed with an aqueous 1M HCl solution, brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-76702ff425514fff805c099782e85379
Source dataset
uspto-grants-2014_09
Patent number
US08846712B2

Linked notes

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