2,2,2-Trifluoroacetophenone → HCID 21740023, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 45.7 g (0.144 mole) 1,4-bis(3,4 dimethylphenoxy)benzene, 50.0 g (0.288 mole) trifluoroacetylbenzene, and 90 g (4.5 mole) HF was shaken in an autoclave at 120° C. for 8 hours. The clave contents were transferred to a polyethylene jar, half filled with ice-water, and containing 250 ml 50% NaOH. Methylene chloride was added, the slurry was filtered through Celite®, the organic layer was separated and the extracts were stripped. The residue was stirred with acetone and filtered, yielding 19.4 g of white solid. Because of its low solubility in methylene chloride, some product was lost on the Celite® pad. The IR was sharp, and the NMR was consistent with structure: m 7.33-7.45, 2 s 6.85, 2 s 6.67, s 6.55, 2 s 2.21, s 2.07 ppm in 5:1:1:1:3:3 ratio, indicating presence of cis-trans isomers. Analysis: calc. for C38H28F6O2 : C 72.4; H 4.44; found: C 71.3; H 4.57%.

Provenance & Evidence