Carbon Dioxide → HCID 11324953, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4.28 g of N-(2,6-dimethylphenyl)acridan (15 mmol) in 100 mL of THF under argon was cooled to −78° C. After 10 min, 7.6 mL of n-BuLi (18.7 mmol) was added. The black solution stirred 30 min and then the temperature was raised to 0° C. for 40 min. The reaction was again cooled to −78° C. and 270 g of crushed dry ice was added to the reaction mixture to form a yellow solution with a white precipitate that dissolved once the reaction was warmed to room temperature. The reaction was stirred for 16 h at room temperature, and then concentrated and taken up in a mixture of water and diethyl ether. The aqueous portion was acidified with HCl to afford a white precipitate, which was filtered and dried to give 4.8 g of N-(2,6-dimethylphenyl)acridan-9-carboxylic acid as a white solid (97%).

Provenance & Evidence