Water → 1-Ethenyl-2-(iodomethyl)benzene

HRID 1264541

Reaction equation

HRID 1264541 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH2:10].[I-:11].[Na+].O>CC(C)=O>[I:11][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH2:10]

Participants

5

Reactant 3

HCID 962WaterHCID 5238Sodium IodideHCID 897571-(Chloromethyl)-2-ethenylbenzene

Product 1

HCID 158305741-Ethenyl-2-(iodomethyl)benzeneYield 95%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Dissolve 1-chloromethyl-2-vinyl-benzene (4.0 g, 26 mmol) in acetone (100 mL) and add sodium iodide (4.5 g, 30 mmol). Heat at gentle reflux for 30 minutes. Cool, add water (150 mL) and extract with pentane (200 mL). Dry (MgSO4) and evaporate the solvent in vacuo to give 1-iodomethyl-2-vinyl-benzene (95%).

Workup

  1. temperatureHeat
  2. temperatureat gentle reflux for 30 minutes
  3. temperatureCool
  4. extractionextract with pentane (200 mL)
  5. dry with materialDry (MgSO4)
  6. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-62360d8ce7814f55b21d359d07ada96b
Source dataset
uspto-grants-2003_04
Patent number
US06544980B2

Linked notes

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