Sodium Iodide → HCID 19437002, compound

HRID 1735176Notes

Reaction equation

HRID 1735176 reaction equation
[CH2:1]([Si:8]([CH2:11]Br)([CH3:10])[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-:13].[Na+]>CC(C)=O>[CH2:1]([Si:8]([CH2:11][I:13])([CH3:10])[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 19437027HCID 19437027, compound

Product 1

HCID 19437002HCID 19437002, compoundYield 94,412.398%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Benzyl(bromomethyl)dimethylsilane [Colm, Earborn and Foad M. S., Malmond J. Organomet. Chem., 209, 13 (1981)](12 g, 0.05 mmol) and sodium iodide (45 g, 0.3 mmol) are refluxed with stirring in acetone (500 ml) during 24 hours. The reaction mixture is cooled, filtered and the solvent is evaporated under reduced pressure. The residue is dissolved in ether and washed with water. The organic layer is dried over sodium sulfate, filtered and concentrated under reduced pressure to afford benzyl(iodomethyl)dimethylsilane (13.7 g, 95%) as a slightly yellow oil.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered
  3. customthe solvent is evaporated under reduced pressure
  4. dissolutionThe residue is dissolved in ether
  5. washwashed with water
  6. dry with materialThe organic layer is dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-35774cd3f3e641d69779aeb5a485e302
Source dataset
uspto-grants-1996_07
Patent number
US05536732

Reaction notes

Loading…