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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391052Generated: October 30, 2026

Hydrochloric Acid → 4'-(1-(Isopropoxycarbonyl)cyclopropyl)biphenyl-4-carboxylic acid

https://huagongshe.com/reaction/2391052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantBromineHCID 24408—
ReactantSodium PyrosulfiteHCID 656671—
Reactant1-(4'-Acetylbiphenyl-4-yl)cyclopropanecarboxylic acid isopropyl esterHCID 66660288—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product4'-(1-(Isopropoxycarbonyl)cyclopropyl)biphenyl-4-carboxylic acidHCID 66660422—

Reaction Steps

To 1-(4′-acetylbiphenyl-4-yl)cyclopropanecarboxylic acid isopropyl ester (11.6 g, 36 mmol) in dioxane (200 mL) at ˜10° C. was added a solution of bromine (28.8 g, 180 mmol), sodium hydroxide (24.5 g, 612 mmol) in water (150 mL). The solution was stirred at room temperature for 30 minutes poured into water (500 mL) and acidified with dilute hydrochloric acid. Sodium metabisulfite was added until the brown bromine color dissipated. The product was filtered and dried in a vacuum over overnight at 40° C. to yield 10 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273780B2
Source datasetuspto-grants-2012_09
ORD IDord-08876ff5ff20484aa14f108a5af395de
Source noteuspto-grants-2012_09