Dimethyl Sulfoxide → HCID 15097561, compound

Participants

Reaction Steps

The reaction was carried out as in Example 87 using the following reagents: sodium hydride (56% dispersion in oil; 8.6 g), dimethylsulfoxide (100 mL), (7-carboxyheptyl)triphenylphosphonium bromide (39.95 g), benzophenone (18.2 g), and tetrahydrofuran (100 mL). The crude acid, isolated in the usual manner, required further purification by HPLC (hexane-ether; 3:2). The appropriate fractions were combined and evaporated and the residue was crystallized from hexane to provide 14.1 g of 9,9-diphenyl-8-nonenoic acid, mp 77.5°-78.5° C. Anal. Calculated for C21H24O2 : C, 81.78; H, 7.84. Found: C, 81.71; H, 7.70.

Provenance & Evidence