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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391044Generated: October 26, 2026

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

https://huagongshe.com/reaction/2391044

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 numberUS08273780B2
Source datasetuspto-grants-2012_09
ORD IDord-ee07fb006f0644e08837a6c381599877
Source noteuspto-grants-2012_09