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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 130630Generated: October 25, 2026

Sodium Carbonate → Methyl 2-methanesulfonyl-5-methyl-4'-pentafluorosulfanylbiphenyl-4-carboxylate

https://huagongshe.com/reaction/130630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium AcetateHCID 517044—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant1-Bromo-4-(pentafluoro-lambda6-sulfanyl)benzeneHCID 2779194—
ReactantMethyl 4-bromo-5-methanesulfonyl-2-methylbenzoateHCID 10590825—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 2-methanesulfonyl-5-methyl-4'-pentafluorosulfanylbiphenyl-4-carboxylateHCID 5973105265.8%

Reaction Steps

150 mg of 1-bromo-4-pentafluorosulfanylbenzene were stirred together with 135 mg of bis(pinacolato)diboron, 156 mg of potassium acetate and 64 mg of Pd(dppf)2 in 4 ml of DMF at 80° C. for 2 h. Then 163 mg of methyl 4-bromo-5-methanesulfonyl-2-methylbenzoate, 337 mg of Na2CO3, 64 mg of Pd(dppf)2 and 2 ml of water were added, and stirring was continued at 80° C. for 3 h. Cooling was followed by dilution with 50 ml of EA and washing twice with 10 ml of water each time. The residue after drying over MgSO4 and removal of the solvent in vacuo was chromatographed on silica gel with DIP. 150 mg of a colorless oil were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07381841B2
Source datasetuspto-grants-2008_06
ORD IDord-7412e31690764de39bd04a555a13186b
Source noteuspto-grants-2008_06