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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748942Generated: October 31, 2026

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

https://huagongshe.com/reaction/748942

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DifluorobenzeneHCID 9741—
ReactantDimethyl DisulfideHCID 12232—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1,3-Difluoro-2-(methylsulfanyl)benzeneHCID 13250262794.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399867B2
Source datasetuspto-grants-2008_07
ORD IDord-5babcaec94b7415a9c386ab502f0576f
Source noteuspto-grants-2008_07