p-Toluenesulfonic acid → HCID 14618490, compound

Participants

Reaction Conditions

Reaction Steps

BNFL was synthesized by charging 1-naphthol, 9-fluorenone, 1,1,1-trichloroethane, p-toluenesulfonic acid, and 3-mercaptopropionic acid to a stirred reactor in a molar ratio of 8:1:4:0.5:0.1 and heated to 90° C. for 2 hours under nitrogen and a reflux condenser. After 5 minutes at 90° C. crystals formed in the reaction mass. When the reaction mass went solid with crystals, more 1,1,1-trichloroethane was added and the reaction was continued. The reaction mass was cooled by the addition of a portion of isopropyl alcohol (IPA) and the product removed by filtration and washed with IPA. BNFL was obtained in 91% yield as white crystals with melting point=268°-290° C. The chemical structure for BNFL was supported by C13 and Proton solution NMR.

Provenance & Evidence