Sodium Iodide → 3,3-Diphenylpropyl iodide

HRID 1067411Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1067411
[I-:1].[Na+].CS(O[CH2:8][CH2:9][CH:10]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=O)=O>CC(C)=O>[C:11]1([CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:9][CH2:8][I:1])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 222382923,3-Diphenylpropyl methanesulfonate

Produkt 1

HCID 155128783,3-Diphenylpropyl iodideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

To a solution of sodium iodide (2.80 g, 18.9 mmol) in acetone (20 mL) was added a solution of 3,3-diphenylpropyl methanesulfonate (5.00 g, 17.2 mmol) in acetone (10 mL) at 0° C. and the mixture was refluxed for 3 hours. After cooling, the solvent was distilled off under reduced pressure and the residue was diluted with water (30 mL) and extracted with 2 portions of ethyl acetate. The pooled extract was washed with saturated aqueous sodium chloride solution, dried over MgSO4, and filtered. The filtrate was concentrated under reduced pressure and the residue was crystallized from methanol to provide 4.70 g of the title compound. Yield 85%.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 3 hours
  2. temperatureAfter cooling
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionthe residue was diluted with water (30 mL)
  5. extractionextracted with 2 portions of ethyl acetate
  6. extractionThe pooled extract
  7. washwas washed with saturated aqueous sodium chloride solution
  8. dry with materialdried over MgSO4
  9. filtrationfiltered
  10. concentrationThe filtrate was concentrated under reduced pressure
  11. customthe residue was crystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-d631dcba63e045c7ac1dfece56a9bb66
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06248766B1

Notizen zur Reaktion

Wird geladen…