Sodium Iodide → (3-Iodopropyl)triethoxysilane

HRID 1841843Notes

Reaction equation

HRID 1841843 reaction equation
[I-:1].[Na+].Cl[CH2:4][CH2:5][CH2:6][Si:7]([O:14][CH2:15][CH3:16])([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10]>CC(C)=O>[I:1][CH2:4][CH2:5][CH2:6][Si:7]([O:14][CH2:15][CH3:16])([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 78771(3-Chloropropyl)triethoxysilane

Product 1

HCID 11782516(3-Iodopropyl)triethoxysilaneYield 10%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Sodium iodide (15 g, 93.325 mmol) was dissolved in acetone and (3-chloropropyl)triethoxysilane (22 mL, 45.63 mmol) was added dropwise. The resultant mixture was shaken at 80° C. for 48 hours in argon. The reaction crude was cooled to room temperature, filtered and the solvent was removed under reduced pressure. A yellowish liquid (28.476 g) containing 90% of iodinated compound and 10% of the chlorinated reagent was obtained. Said liquid was kept for further use without purification.

Workup

  1. customThe reaction crude
  2. filtrationfiltered
  3. customthe solvent was removed under reduced pressure
  4. additionA yellowish liquid (28.476 g) containing 90% of iodinated compound

Sources & evidence

ORD record
ord-9be9fc3037c3450baacc0a8b6e2e4acf
Source dataset
uspto-grants-2015_02
Patent number
US08945522B2

Reaction notes

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