Potassium Iodide → 2-(3-Bromophenoxy)acetamide

HRID 380008Notes

Reaction equation

HRID 380008 reaction equation
Cl[CH2:2][C:3]([NH2:5])=[O:4].[Br:6][C:7]1[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[Br:6][C:7]1[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=1)[O:13][CH2:2][C:3]([NH2:5])=[O:4]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 6580ChloroacetamideHCID 11430Potassium CarbonateHCID 115633-Bromophenol

Product 1

HCID 78183782-(3-Bromophenoxy)acetamideYield 103.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-chloroacetamide (5.6 g), 3-bromophenol (10 g), potassium carbonate (8.3 g) and potassium iodide (1 g) in acetonitrile was stirred at room temperature for 72 hours. The resulting mixture was filtered, and the solids washed with ethyl acetate, and then water. The dried solids were recrystallised from boiling ethanol: water(8:2) to give the sub-title compound as a solid (13.8 g).

Workup

  1. filtrationThe resulting mixture was filtered
  2. washthe solids washed with ethyl acetate
  3. customThe dried solids were recrystallised

Sources & evidence

ORD record
ord-763d6c90d8df49af866b04a4a9d681f2
Source dataset
uspto-grants-2001_10
Patent number
US06300352B1

Reaction notes

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