Sulfuric Acid → trans-1-Iodo-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one

HRID 27301Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 27301
Cl/[CH:2]=[CH:3]/[C:4]([C:6]1([CH3:12])[CH2:9][CH:8]([CH2:10][CH3:11])[CH2:7]1)=[O:5].[I-:13].[Na+].OS(O)(=O)=O>CC(C)=O>[I:13]/[CH:2]=[CH:3]/[C:4]([C:6]1([CH3:12])[CH2:9][CH:8]([CH2:10][CH3:11])[CH2:7]1)=[O:5]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 5238Sodium IodideHCID 23344457trans-1-Chloro-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one

Produkt 1

HCID 23344489trans-1-Iodo-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-oneAusbeute 108,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of 4.2 g of trans-1-chloro-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one (prepared in Example 5A) and 10 g of anhydrous sodium iodide in 60 ml of acetone was refluxed with about 0.5 ml H2SO4 for 4 hr under an argon atmosphere. The solvent was removed by evaporation in vacuo. The residue was diluted with water and the aqueous mixture was extracted several times with ether. The combined ether extract was washed with aqueous sodium thiosulfate solution and then dried over anhydrous magnesium sulfate and evaporated in vacuo to yield 6.8 g of the title compound having the following physical characteristics:

Aufarbeitung

  1. customThe solvent was removed by evaporation in vacuo
  2. additionThe residue was diluted with water
  3. extractionthe aqueous mixture was extracted several times with ether
  4. extractionThe combined ether extract
  5. washwas washed with aqueous sodium thiosulfate solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9e358ecf75f349d7ab8b62c8b55815e0
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220795

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