Iodine → 1-[2-(4-Bromophenyl)-2-oxoethyl]pyridin-1-ium iodide

HRID 1618820Notes

Reaction equation

HRID 1618820 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[I:11]I.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O>[I-:11].[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH2:9][N+:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 807IodineHCID 1049PyridineHCID 7466p-Bromoacetophenone

Product 1

HCID 135522811-[2-(4-Bromophenyl)-2-oxoethyl]pyridin-1-ium iodideYield 76%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

To 10.0 g of 4′-bromoacetophenone were added 12.8 g of iodine and 80 mL of pyridine and heated, and the mixture was stirred at 100° C. for 3 hours. After cooling to room temperature, 100 mL of water was added, and purification was performed by recrystallization. Drying was performed under reduced pressure at 70° C. for 12 hours to give 15.5 g (yield: 76%) of 4-bromophenacylpyridinium iodide as a brown powder.

Workup

  1. temperatureheated
  2. temperatureAfter cooling to room temperature
  3. custompurification
  4. customwas performed by recrystallization
  5. customDrying
  6. waitwas performed under reduced pressure at 70° C. for 12 hours

Sources & evidence

ORD record
ord-6eeaeeb0d1ad442498ff417d3a600cf2
Source dataset
uspto-grants-2014_07
Patent number
US08771841B2

Reaction notes

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