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Ozone → 2,2-Dimethyl-3-(2-oxopropyl)cyclopropanecarbaldehyde

HRID 1758577
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1758577
CN(C)C=[CH:4][CH:5]1[CH:7]([CH2:8][C:9](=[O:11])[CH3:10])[C:6]1([CH3:13])[CH3:12].[O:15]=[O+][O-]>C(Cl)Cl>[CH3:12][C:6]1([CH3:13])[CH:7]([CH2:8][C:9](=[O:11])[CH3:10])[CH:5]1[CH:4]=[O:15]
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Komponenten

4

Edukt 2

HCID 24823OzoneHCID 545240321-(3-(2-(Dimethylamino)ethenyl)-2,2-dimethylcyclopropyl)-2-propanone

Produkt 1

HCID 114691882,2-Dimethyl-3-(2-oxopropyl)cyclopropanecarbaldehydeAusbeute 84,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution 2.4 g of 1-(3-(2-(dimethylamino)ethenyl)-2,2-dimethylcyclopropyl)-2-propanone, the product of Embodiment I, in 50 ml of methylene chloride was added 0.6 g of ozone over 20 min at -80° C. The resulting mixture was purged with air and 1.5 g of triethylamine was added dropwise at -30° C. The resulting mixture, after stirring and warming to room temperature, had a negative test to starch iodide paper. The reaction mixture was poured into 25 ml 1 N hydrochloride acid solution. The resulting mixture separated into two phases and the methylene chloride phase was washed with water, dried with MgSO4, filtered and stripped to yield 1.6 g of the desired product as an oil.

Aufarbeitung

  1. customThe resulting mixture was purged with air and 1.5 g of triethylamine
  2. additionwas added dropwise at -30° C
  3. additionThe reaction mixture was poured into 25 ml 1 N hydrochloride acid solution
  4. customThe resulting mixture separated into two phases
  5. washthe methylene chloride phase was washed with water
  6. dry with materialdried with MgSO4
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-9f8bfae07d374a5ba4d798ad71b3b028
Quelldatensatz
uspto-grants-1983_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04374275

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