Potassium Iodide → HCID 58806107, compound

HRID 600664Notes

Reaction equation

HRID 600664 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH3:11].[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][C:13]1=[O:18].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>[Cu].O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]2=[O:18])=[C:3]([CH3:11])[CH:4]=1)([O-:10])=[O:9]

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 126652-PiperidoneHCID 2516721-Bromo-2-methyl-4-nitrobenzene

Product 1

HCID 58806107HCID 58806107, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 5.00 g (23.1 mmol) of 2-bromo-5-nitrotoluene, 2.28 g (23.0 mmol) of 2-piperidone, 2.56 g (40 mmol) of finely powdered copper, 4.98 g (36.0 mmol) of potassium carbonate and 5.98 g (36 mmol) of potassium iodide is heated at 140° C. for 48 hours. The reaction mixture is introduced into water, the mixture is filtered, and the residue is washed with water. The residue is taken up in ethyl acetate and re-filtered. The filtrate is dried and evaporated, giving 1-(4-nitro-2-methylphenyl)piperidin-2-one as a yellowish solid; ESI 235.

Workup

  1. filtrationthe mixture is filtered
  2. washthe residue is washed with water
  3. filtrationre-filtered
  4. customThe filtrate is dried
  5. customevaporated

Sources & evidence

ORD record
ord-e0068eafcaf44117ac7ba7b053b2be63
Source dataset
uspto-grants-2011_03
Patent number
US07902223B2

Reaction notes

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