Hydrochloric Acid → Benzene, [[(methylthio)methyl]thio]-

HRID 65810

Reaktionsgleichung

Reaktionsgleichung von HRID 65810
C([Li])CCC.[C:6]1([S:12][CH3:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:14][S:15]SC.Cl>CCCCCC.O1CCCC1>[C:6]1([S:12][CH2:13][S:15][CH3:14])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 7520ThioanisoleHCID 12232Dimethyl DisulfideHCID 178418339Butyllithium

Produkt 1

HCID 11789655Benzene, [[(methylthio)methyl]thio]-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8058HexaneLösungsmittel

Reaktionsbedingungen

Temperatur
-70 °C

Versuchsvorschrift

120 ml. of a 1.3M n-butyllithium solution in n-hexane were added dropwise to a solution of 18.8 ml. of thioanisole in 240 ml. of tetrahydrofuran at -20° C. and the reaction mixture was stirred at that temperature for 2 hours. After cooling to -70° C., 16.4 g. of dimethyldisulphide were added to the reaction mixture, which was then stirred at -70° C. for 15 minutes and at room temperature for 1 hour. The reaction mixture was poured into dilute aqueous hydrochloric acid and extracted with ethyl acetate. The extracts were washed with water and an aqueous solution of sodium chloride and concentrated under reduced pressure. The residue was purified by distillation in vacuo to give 18.0 g. of the title compound having the following physical characteristics:

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe extracts were washed with water
  3. concentrationan aqueous solution of sodium chloride and concentrated under reduced pressure
  4. distillationThe residue was purified by distillation in vacuo
  5. customto give 18.0 g

Quellen und Nachweise

ORD-Eintrag
ord-97b77afb4189423cbe59a6a3ae2f079d
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04128720

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