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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076642Generated: October 31, 2026

Sodium Carbonate → HCID 86088095, compound

https://huagongshe.com/reaction/2076642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 70987382HCID 70987382—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86088095HCID 860880957%

Reaction Conditions

Temperature80 °C

Reaction Steps

After palladium acetate (II) (37 mg, 0.16 mmol), tri-o-tolylphosphine (100 mg, 0.327 mmol) and a 2N aqueous sodium carbonate solution (2.5 ml) were added to a solution of methyl (3-iodo-2-methylphenyl)acetate (950 mg, 3.27 mmol) obtained in Example (33-1) and 4-methoxyphenylboronic acid (498 mg, 3.27 mmol) in N,N-dimethylformamide (8 ml), the mixture was stirred at 80° C. for 5 hours. After the reaction mixture was diluted with ethyl acetate and water, the insolubles were removed by filtration through Celite. After the obtained filtrate was extracted with ethyl acetate, the organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=9/1) to give methyl (4′-methoxy-2-methyl-1,1′-biphenyl-3-yl)acetate as a yellow powder (59 mg, yield: 7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923573B2
Source datasetuspto-grants-2011_04
ORD IDord-4f69d398f0c3484c9563bcae3d399bd0
Source noteuspto-grants-2011_04