Sodium Iodide → HCID 19382025, compound

HRID 2209830Notes

Reaction equation

HRID 2209830 reaction equation
[Na+].[I-:2].Cl[CH2:4][Si:5]1([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH3:18])=[CH:12][CH:11]=2)[CH2:9][CH2:8][CH2:7][CH2:6]1.N1C=CN=N1>CC(C)=O>[I:2][CH2:4][Si:5]1([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH3:18])=[CH:12][CH:11]=2)[CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 54138201HCID 54138201, compoundHCID 178418936HCID 178418936, compound

Product 1

HCID 19382025HCID 19382025, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In the same apparatus as Example 1, 7.2 g (0.048 mol) of NaI was added and dissolved with 90 ml of acetone. To the flask, 8.13 g (0.032 mol) of 1-chloromethyl-1-(4-ethoxyphenyl) -1-silacyclopentane was added, and then the mixture was reacted under reflux for 5 hrs. After filtering the produced NaCl off and evaporating to remove acetone, the residue was extracted with n-hexane. The hexane solution was treated with dilute aqueous solution of Na2S2O3 and dried on anhydrous MgSO4, and filtered to remove the solvent. After confirming by NMR analysis that the halogen exchange reaction was completely carried out, the following triazole substitution reaction was directly carried out without any purification.

Workup

  1. customthe mixture was reacted
  2. temperatureunder reflux for 5 hrs
  3. filtrationAfter filtering the produced NaCl off and
  4. customevaporating
  5. customto remove acetone
  6. extractionthe residue was extracted with n-hexane
  7. additionThe hexane solution was treated with dilute aqueous solution of Na2S2O3
  8. dry with materialdried on anhydrous MgSO4
  9. filtrationfiltered
  10. customto remove the solvent
  11. customAfter confirming by NMR analysis that the halogen exchange reaction
  12. customwas directly carried out without any purification

Sources & evidence

ORD record
ord-2b2a64ceb41c4ae5a79a7e7e1405138a
Source dataset
uspto-grants-1995_10
Patent number
US05455356

Reaction notes

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