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Ethanol → 1-(4-Fluorophenyl)-2-(methylsulfonyl)-1-ethanone

HRID 579249
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 579249
[CH3:1][S:2]([O-:4])=[O:3].[Na+].[F:6][C:7]1[CH:16]=[CH:15][C:10]([C:11](=[O:14])[CH2:12]Cl)=[CH:9][CH:8]=1.C(O)C>O>[F:6][C:7]1[CH:16]=[CH:15][C:10]([C:11](=[O:14])[CH2:12][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:9][CH:8]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 702EthanolHCID 1202482-Chloro-4'-fluoroacetophenoneHCID 2733271Sodium methanesulfinate

Produkt 1

HCID 14882461-(4-Fluorophenyl)-2-(methylsulfonyl)-1-ethanoneAusbeute 86,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a 1 L volume four-necked flask, sodium methanesulfinate (31.3 g), 4-fluorophenacyl chloride (21-b) (48.1 g), and ethanol (300 ml) were added under a nitrogen atmosphere, and heated to reflux for 1 hour. After the mixture was cooled to room temperature, water (500 ml) was added. The precipitated solids were collected by filtration, washed with water, and dried. The solids were dissolved in ethyl acetate, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by recrystallization (hexane—ethyl acetate) acetate) to give 51.9 g of 1-(4-fluorophenyl)-2-methylsulfonylethan-1-one (7-2-3).

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 1 hour
  3. filtrationThe precipitated solids were collected by filtration
  4. washwashed with water
  5. customdried
  6. dissolutionThe solids were dissolved in ethyl acetate
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe resulting residue was purified by recrystallization (hexane—ethyl acetate) acetate)

Quellen und Nachweise

ORD-Eintrag
ord-1010ceadbac94158bd05e55250759a0f
Quelldatensatz
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09040709B2

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