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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657526Generated: October 29, 2026

Sodium Chloride → HCID 59442652, compound

https://huagongshe.com/reaction/657526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantMethyl iodideHCID 6328—
ReactantLithium diisopropylamideHCID 2724682—
Reactant1-Bromo-3-fluoro-5-(methylsulfanyl)benzeneHCID 53414440—
SolventEthylbenzeneHCID 7500—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59442652HCID 59442652—

Reaction Conditions

Temperature-73 °C

Reaction Steps

7.5 ml of a 2 M solution of lithium diisopropylamide in THF/HEP/ethylbenzene (Aldrich) were dissolved in 30 ml of anhydrous THF and cooled to −73° C. A solution of 3.0 g of 1-bromo-3-fluoro-5-methylsulfanylbenzene in 10 ml of anhydrous THF added at a temperature between −73° C. and −67° C. Stirring was continued for 90 min at −75° C., then 1.0 ml of iodomethane was added at this temperature. The mixture was then warmed up to room temperature, 100 ml of a saturated aqueous solution of sodium chloride were added and the mixture was extracted twice with 100 ml each of EA. The extracts were dried and concentrated in vacuo to yield 2.0 g of the title compound as a slight yellow oil that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076324B2
Source datasetuspto-grants-2011_12
ORD IDord-f9e94107eb79466f96bac6ca262d6c0d
Source noteuspto-grants-2011_12