Sodium Iodide → HCID 54271327, compound

HRID 1655994Notes

Reaction equation

HRID 1655994 reaction equation
[CH3:1][Si:2]([CH3:13])([CH2:9][CH2:10][CH2:11]Cl)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[I-:14].[Na+]>CC(C)=O>[CH3:1][Si:2]([CH3:13])([CH2:9][CH2:10][CH2:11][I:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 12446004(3-Chloropropyl)(dimethyl)phenylsilane

Product 1

HCID 54271327HCID 54271327, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Dimethyl(3-chloropropyl)phenylsilane [J. W. Wilt, W. K. Chwang, C. F. Dockus and N. M. Tomiuk, J. Am. Chem. Soc., 100, 5534, (1978)] (9 g, 48.8 mmol) and sodium iodide (29.5 g, 195 mmol) are refluxed in acetone during 24 hours. The mixture is filtered and the solvent is evaporated under reduced pressure. The residue is dissolved in diethyl ether and washed with water. The organic layer is dried with sodium sulfate, filtered and concentrated under reduced pressure to afford pure dimethyl(3-iodopropyl)phenylsilane as a slightly yellow oil (12.5 g, 93%).

Workup

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

Sources & evidence

ORD record
ord-f6db99b6098344adb2f9018a0b2b87ff
Source dataset
uspto-grants-1993_10
Patent number
US05252587

Reaction notes

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