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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557619Generated: October 26, 2026

Ethylene Glycol → 1-(4-Biphenylyl)cyclopropanecarboxylic acid

https://huagongshe.com/reaction/557619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantPotassium HydroxideHCID 14797—
Reactant1-(Biphenyl-4-YL)-cyclopropanecarbonitrileHCID 66660528—
SolventWaterHCID 962—
Product1-(4-Biphenylyl)cyclopropanecarboxylic acidHCID 21552263—

Reaction Steps

1-(Biphenyl-4-yl)cyclopropanecarbonitrile (63 g, 288 mmol), KOH (1130 mmol) and ethylene glycol (350 mL) were heated to 160° C. for 6 hours (reaction complete by LCMS). The solution was cooled to room temperature, water (1.5 L) was added and the solution acidified to precipitate the product. The product was filtered overnight on a large Buchner (product formed a gel like suspension). The resulting wet solid was extracted with CH2Cl2 (˜2 L) and water, dried and evaporated to yield ˜60 g of 1-(biphenyl-4-yl)cyclopropanecarboxylic acid that was used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058300B2
Source datasetuspto-grants-2011_11
ORD IDord-b26195db3a1a474399daf320a377a83a
Source noteuspto-grants-2011_11