Diethyl Ether → HCID 178440566, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, a 100-mL Schlenk flask was charged with 0.59 g (0.855 mmol) of dibenzylmethylene(cyclopentadienyl)(2,7-diphenyl-3,6-ditert-butylfluorene) and 40 mL of dehydrated diethyl ether, and the mixture was stirred. This mixed slurry solution was cooled in an ice bath, and 1.21 mL (1.88 mmol) of a 1.56 mol/L hexane solution of n-butyllithium was added. The mixture was stirred for 45 hours while gradually warming to room temperature. The resulting red reaction solution was cooled to −78° C. in a dry ice/methanol bath, and then 0.200 g (0.858 mmol) of zirconium tetrachloride was added. Subsequently, the mixture was stirred for 42 hours while gradually warming to room temperature to obtain a red-orange suspension. The solvent was removed by distillation under reduced pressure. Under a nitrogen atmosphere, the residue was dissolved in n-hexane, and the liquid was passed through a glass filter filled with Celite, insolubles were washed n-hexane, and the orange colored powder insoluble in n-hexane was subjected to extraction with dichloromethane. The solvent in which the dichloromethane-solubles were dissolved was distilled off. The residue was washed with diethyl ether/cold n-pentane and dried to obtain a target product as an orange-colored powder (yield 515 mg (71%)). The target product was identified by 1H-NMR and FD-MS spectroscopy.

Provenance & Evidence