Sodium Iodide → HCID 19437010, compound

HRID 1655996Notes

Reaction equation

HRID 1655996 reaction equation
[C:1]([Si:5]([CH2:8]Cl)([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2].[I-:10].[Na+]>CC(C)=O>[C:1]([Si:5]([CH2:8][I:10])([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 15001523HCID 15001523, compound

Product 1

HCID 19437010HCID 19437010, compoundYield 81,576.898%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

t-Butyl(chloromethyl)dimethylsilane [Makoto Kumada, Mitsuo Ishikawa, Sajiro Meada and Katsuyata Ikura, J. Organometal. Chem. 2, 146, (1964)] (16.4 g, 0.1 mmol) and sodium iodide (60 g, 0.4 mmol) in acetone (500 ml) are refluxed with stirring 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 t-butyl(iodomethyl)dimethylsilane (20.9 g, 80%) 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-b1caae92126644d7894fa5d0eb6be939
Source dataset
uspto-grants-1993_10
Patent number
US05252587

Reaction notes

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