Sodium Iodide → HCID 69798778, compound

HRID 2179939Notes

Reaction equation

HRID 2179939 reaction equation
Cl[CH2:2][CH2:3][C@H:4]([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)[O:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[Cl:13].[I-:19].[Na+]>CC(C)=O>[Cl:13][C:7]1[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:6]=1[O:5][C@@H:4]([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)[CH2:3][CH2:2][I:19]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 69802535HCID 69802535, compound

Product 1

HCID 69798778HCID 69798778, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of the product from step (a) (788 mg) and sodium iodide (4.5 g) in acetone (30 ml) was heated under reflux for 18 h. The solvent was removed in vacuo, water added and the mixture was extracted twice with ether. The organic layers were dried (magnesium sulphate), evaporated and purified by chromatography on silica eluting with petrol—diethyl ether (19:1) to give the title compound as a pale yellow oil (742 mg).

Workup

  1. temperatureunder reflux for 18 h
  2. customThe solvent was removed in vacuo, water
  3. additionadded
  4. extractionthe mixture was extracted twice with ether
  5. dry with materialThe organic layers were dried (magnesium sulphate)
  6. customevaporated
  7. custompurified by chromatography on silica eluting with petrol—diethyl ether (19:1)

Sources & evidence

ORD record
ord-e413bbac76db4b1f8ae674a9be14816f
Source dataset
uspto-grants-2005_05
Patent number
US06887871B2

Reaction notes

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