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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104128Generated: October 30, 2026

Ethylene Glycol → 1-(4-Bromophenyl)cyclobutane-1-carboxylic acid

https://huagongshe.com/reaction/2104128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
Reactant1-(4-Bromophenyl)cyclobutanecarbonitrileHCID 20111608—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product1-(4-Bromophenyl)cyclobutane-1-carboxylic acidHCID 16769919—

Reaction Steps

1-(4-bromophenyl)cyclobutanecarbonitrile (1-2c, 12.04 g, 51.0 mmol), potassium hydroxide (11.44 g, 204 mmol) and ethylene glycol (50 mL, 897 mmol) were heated to reflux for 4 h. The reaction mixture was cooled to room temperature, then diluted with EtOAc and water. The aqueous layer was acidified with 1 M HCl, then was extracted into EtOAc. The organic layer was dried over Na2SO4, filtered and reduced in vacuo to give 7-1 as a tan oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576209B2
Source datasetuspto-grants-2009_08
ORD IDord-fec0401626aa44378b11926f24cda9ef
Source noteuspto-grants-2009_08