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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884211Generated: November 4, 2026

Sodium Carbonate → 158938-08-0 4-N-Pentoxyterphenyl-carbonic acid

https://huagongshe.com/reaction/1884211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4'-Iodobiphenyl-4-carboxylic acidHCID 816730—
Reactant4-Pentyloxyphenylboronic Acid (contains varying amounts of Anhydride)HCID 4684888—
CatalystHCID 178418476HCID 178418476—
SolventDimethyl SulfoxideHCID 679—
Product158938-08-0 4-N-Pentoxyterphenyl-carbonic acidHCID 9798987—

Reaction Conditions

Temperature105 °C

Reaction Steps

20.1 g of 4′-iodobiphenyl-4-carboxylic acid, 13.1 g of sodium carbonate and 21.4 g of glycol ester of 4-n-pentoxyphenylboronic acid are introduced into 260 g of dimethyl sulfoxide (DMSO) and, after addition of 160 mg of PdCl2(PPh3)2, heated at 100-110° C. for 2 hours. The solid is filtered off at 40° C., washed with dimethyl sulfoxide and suspended in 100 ml of water. It is then heated to 80° C., and 47 g of 37% strength sulfuric acid are added dropwise over the course of 1 hour. The mixture is stirred at 80° C. for a further 30 minutes, cooled at 40° C. and filtered. Drying and crystallization from dimethylacetamide results in 18 g (81%) 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-2b67392bf75f40dfb0fb377f2a70c102
Source noteuspto-grants-2004_07