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

HRID 1418013Notes

Reaction equation

HRID 1418013 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-f803d58d11c4423f9a7638890eb532da
Source dataset
uspto-grants-1999_03
Patent number
US05880119

Reaction notes

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