1,3-Difluorobenzene → 1,3-Difluoro-2-(methylsulfanyl)benzene

Temperatur

-78 °C

Dissolve 1,3-difluorobenzene (3.5 g, 30.7 mmol) into THF (100 mL). Cool the mixture to −78° C. and add n-butyl lithium (19 mL, 30.7 mmol). Stir for 20 minutes and add dimethyldisulfide (3 mL, 3.38 mmol). Remove the cooling bath and warm to room temperature. Pour the reaction mixture into ice (10 g) and add diethyl ether (100 mL). Separate the layers and wash the organic layer with brine (20 mL). Dry with MgSO4, filter, and concentrate in vacuo to give 4.3 g of 1,3-difluoro-2-methylsulfanyl-benzene (88%).

1. customRemove the cooling bath
2. temperaturewarm to room temperature
3. additionPour the reaction mixture into ice (10 g)
4. additionadd diethyl ether (100 mL)
5. customSeparate the layers
6. washwash the organic layer with brine (20 mL)
7. dry with materialDry with MgSO4
8. filtrationfilter
9. concentrationconcentrate in vacuo

ORD-Eintrag

ord-50ce99aaf85247e0916cad4e543db9d9

Quelldatensatz

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07585977B2