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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353355Generated: November 1, 2026

Sodium Carbonate → 6-Methyl-2-[2-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-1-benzothiophene

https://huagongshe.com/reaction/2353355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantAluminumHCID 5359268—
ReactantHCID 18379633HCID 18379633—
Reactant(6-Methyl-1-benzothiophen-2-yl)boronic acidHCID 53398048—
CatalystPalladium--triphenylphosphane (1/1)HCID 15220664—
CatalystHCID 178418397HCID 178418397—
SolventBenzeneHCID 241—
SolventSodium chloride; waterHCID 57417360—
Product6-Methyl-2-[2-(trifluoromethyl)[1,1'-biphenyl]-4-yl]-1-benzothiopheneHCID 6845396454.3%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a slurry of 6-methyl-benzo[b]thiophene-2-boronic acid (0.19 g, 0.001 mol) in 10 mL of benzene is added 4-bromo-2-trifluoromethyl-biphenyl (0.3 g, 0.001 mol). The reaction flask is then covered with aluminum foil to keep out light. To this is added 58 mg of tetrakis(triphenylphosphine-palladium(0), followed by 1 mL of 2.0N sodium carbonate solution. The biphasic mixture is heated at 85° C. for 3 hours with vigorous stirring. The mixture is cooled to room temperature and 10 mL of brine solution is added. The organic layer is separated, dried and concentrated under vacuo to afford 0.2 g of 6-methyl-2-(2-trifluoromethyl-biphenyl-4-yl)-benzo[b]thiophene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750021B2
Source datasetuspto-grants-2010_07
ORD IDord-07a190c53f064f4aa5bf0b601c6a79fa
Source noteuspto-grants-2010_07