Triphenylphosphine → HCID 68530630, compound

Participants

Reaction Steps

N-(5-Chloropyridin-2-yl)-5-fluoro-2-(4-fluoro-2-hydroxybenzoylamino)-benzamide (1.62 g, 4 mmol), 8-hydroxy-1,4-dioxa-spiro[4.5]decane (630 mg, 4 mmol), and triphenylphosphine (1.04 g, 4 mmol) were dissolved in 4 mL dry DMF, 2 mL dry methylene chloride, and 6 mL dry THF. The resulting slurry was sonicated for 5 min, and then diisopropyl azodicarboxylate (DIAD, 0.8 mL, 4 mmol) was added; and the mixture was sonicated for 2 h. Ether (40 mL) was added, and the mixture was cooled in the freezer overnight. Triphenylphosphine oxide was filtered off, and the resulting solution was concentrated to dryness under reduced pressure. Flash chromatography on silica gel gave the crude product (1.53 g) as a viscous, colorless oil which was used without further purification.

Provenance & Evidence