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

Participants

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