Hydrochloric Acid → HCID 11173271, compound

Participants

Reaction Steps

1.04 g (0.63 mmol) of the diyne complex was dissolved in 5 mL of THF and added by pipette dropwise to LiHMDS (210 mg, 1.26 mmol) dissolved in 20 mL of THF. After 45 minutes, the reaction mixture was concentrated to a dark brown oil. Pentane was added and the mixture was filtered through Celite. The filtrate was transferred to a 100 mL round bottom flask, concentrated and dissolved in 10 mL of toluene. 640 mg (3.76 mmol) of 2-phenylphenol dissolved in 5 mL of toluene was added, the color of the solution changes from green-brown to deep red. After 1 h, 670 mg (3.76 mmol) of diphenylacetylene was added. After 1 h, 1M HCl was added and after typical work-up and column chromatography, 51 mg (30%) of the enediyne was isolated as a pale yellow solid, see spectral data above.

Provenance & Evidence