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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884214Generated: October 27, 2026

Sodium Carbonate → Methyl 4-[4-(4-pentoxyphenyl)phenyl]benzoate

https://huagongshe.com/reaction/1884214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 4'-iodo-[1,1'-biphenyl]-4-carboxylateHCID 1394054—
Reactant4-Pentyloxyphenylboronic Acid (contains varying amounts of Anhydride)HCID 4684888—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-[4-(4-pentoxyphenyl)phenyl]benzoateHCID 9799723—

Reaction Conditions

Temperature80 °C

Reaction Steps

33.8 g (0.1 mol) of methyl 4′-iodobiphenyl-4-carboxylate are introduced together with 29.3 g (0.125 mol) of glycol ester of 4-n-pentoxyphenylboronic acid, 70 mg of bis(triphenylphosphine)palladium dichloride and 15.9 g (0.15 mol) of sodium carbonate into 300 ml of DMF and stirred at 80° C. for 12 hours. After filtration and washing with water, the dried residue is recrystallized from DMF. This affords 20.5 g (45%) of methyl 4″-n-pentoxy-[1,1′:4′,1″]-terphenyl-4-carboxylate of melting point 248° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06762315B1
Source datasetuspto-grants-2004_07
ORD IDord-ce48e19a42ff472baded19bebc663d84
Source noteuspto-grants-2004_07