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

HRID 2709

Reaction equation

HRID 2709 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 the title compound (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-e62ed52d8b364ce5b8047d942697fb19
Source dataset
uspto-grants-1998_03
Patent number
US05731306

Linked notes

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