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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884209Generated: October 25, 2026

Sulfuric Acid → 158938-08-0 4-N-Pentoxyterphenyl-carbonic acid

https://huagongshe.com/reaction/1884209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant4'-Iodobiphenyl-4-carboxylic acidHCID 816730—
Reactant4-Pentyloxyphenylboronic Acid (contains varying amounts of Anhydride)HCID 4684888—
CatalystPalladium ChlorideHCID 24290—
SolventEthylene GlycolHCID 174—
SolventWaterHCID 962—
Product158938-08-0 4-N-Pentoxyterphenyl-carbonic acidHCID 9798987—

Reaction Conditions

Temperature95 °C

Reaction Steps

32.4 g of 4′-iodobiphenyl-4-carboxylic acid are introduced together with 25.8 g of glycol ester of 4-n-pentoxyphenylboronic acid and 15.9 g of sodium carbonate into 300 ml of ethylene glycol and, while stirring vigorously, 18 mg of PdCl2 and 26.6 mg of PPh3 are added, and the mixture is stirred at 80° C. for 6 hours. The hot reaction mixture is cautiously poured into a mixture of 30 g of 37% strength sulfuric acid and 200 g of water, and the mixture is heated at 90-100° C. for 30 minutes. After filtration and washing with water, the crude product is dried at 80° C./100 mbar and then recrystallized from dimethylacetamide. This affords after drying 24.1 g (67%) of 4″-n-pentoxy-[1,1′:4′,1″]-terphenyl-4-carboxylic acid with a purity of <99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06762315B1
Source datasetuspto-grants-2004_07
ORD IDord-2d1d43ccf01b4300bba1f411b912d8aa
Source noteuspto-grants-2004_07