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Tetrahydrofuran → 1-Bromo-2-ethylsulfanyl-4-trifluoromethylsulfanylbenzene

HRID 1750049
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1750049
[CH2:1]([S-:3])[CH3:2].[Na+].[Br:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][C:13]([F:16])([F:15])[F:14])=[CH:8][C:7]=1F.C1COCC1.C(=O)(O)[O-].[Na+]>CN(C=O)C>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][C:13]([F:16])([F:15])[F:14])=[CH:8][C:7]=1[S:3][CH2:1][CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 4459711Sodium ethanethiolateHCID 1180356764-Bromo-3-fluorophenyl trifluoromethyl sulphide

Produkt 1

HCID 1180355631-Bromo-2-ethylsulfanyl-4-trifluoromethylsulfanylbenzeneAusbeute 58,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel

Versuchsvorschrift

0.21 g of sodium ethanethiolate (80%) was added to a mixture of 0.55 g of l-bromo-2-fluoro-4-trifluoromethylsulfanylbenzene and 4 ml of THF under ice cooling, and the mixture was stirred at room temperature for 30 minutes. 2 mL of DMF was added to the reaction mixture, and the mixture was stirred at 80° C. for 2 hours. A saturated aqueous sodium bicarbonate solution was added to the cooled reaction mixture, and the mixture was extracted with ethyl acetate and then dried with anhydrous sodium sulfate. The mixture was concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 0.37 g of 1-bromo-2-ethylsulfanyl-4-trifluoromethylsulfanylbenzene.

Aufarbeitung

  1. stirringthe mixture was stirred at 80° C. for 2 hours
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationThe mixture was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-09172ec6784f44fda24172d803031bb5
Quelldatensatz
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09156838B2

Notizen zur Reaktion

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