Diethyl Carbonate → 3-Fluorothioanisole

HRID 51019

Reaktionsgleichung

Reaktionsgleichung von HRID 51019
[F:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.[C:9](=O)(OCC)OCC.C([O-])([O-])=O.[K+].[K+]>C1OCCOCCOCCOCCOCCOC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH3:9])[CH:3]=1

Komponenten

5

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 3-fluorothiophenol (4.73 g, 37.0 mmol) in diethyl carbonate (11 mL, 129 mmol) was added K2CO3 (7.67 g, 55.5 mmol) and 18-crown-6 ether (100 mg, 0.37 mmol). The reaction mixture was refluxed at 100° C. for 12 h. The reaction mixture was cooled to 20° C. then quenched by addition of H2O and extracted with Et2O. The combine organic solution was washed with H2O and brine, dried over MgSO4.to give 1-fluoro-3-(methylsulfanyl)benzene (5.10 g, 97%) as a colorless oil.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to 20° C.
  2. customthen quenched by addition of H2O
  3. extractionextracted with Et2O
  4. washThe combine organic solution was washed with H2O and brine
  5. dry with materialdried over MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-0d6e430934f24b54a20264e763a83e3e
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713471B1

Verknüpfte Notizen

Wird geladen…