Sodium Iodide → Ethyl [3-(3-iodopropyl)phenoxy]acetate

HRID 2389354Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2389354
CS(O[CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:19]=[CH:20][CH:21]=1)[O:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])(=O)=O.[I-:22].[Na+].CCOC(C)=O>CC(C)=O>[I:22][CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:19]=[CH:20][CH:21]=1)[O:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]

Komponenten

5

Edukt 3

HCID 5238Sodium IodideHCID 8857Ethyl AcetateHCID 86637907Ethyl (3-{3-[(methylsulfonyl)oxy]propyl}phenoxy)acetate

Produkt 1

HCID 86637892Ethyl [3-(3-iodopropyl)phenoxy]acetateAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of ethyl (3-{3-[(methylsulfonyl)oxy]propyl}phenoxy)acetate (155 g) in acetone (1.55 L) was added sodium iodide (293.7 g) at ambient temperature and the mixture was stirred at the same temperature for 18 hours. EtOAc (1 L) was added to the mixture at ambient temperature and the resulting mixture was washed successively with water and brine. The organic layer was dried over anhydrous MgSO4, filtered and evaporated in vacuo to afford ethyl [3-(3-iodopropyl)phenoxy]acetate (142 g) as a red oil.

Aufarbeitung

  1. washthe resulting mixture was washed successively with water and brine
  2. dry with materialThe organic layer was dried over anhydrous MgSO4
  3. filtrationfiltered
  4. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b3e8e004cf4e4ddf9e6d9b2e2cf54fda
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273745B2

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