Water → [2-Methyl-4-phenyl-5-methoxy-6-tert-butyl-1H-inden-1-yl]-[2-methyl-4-(3,5-di-tertbutylphenyl)-7-methoxy-1H-inden-1-yl]dimethylsilane

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Reaction Steps

To a solution of 12.3 g (35.3 mmol) of 7-(3,5-di-tert-butylphenyl)-4-methoxy-2-methyl-1H-indene in 200 ml of ether 14.2 ml (35.5 mmol) of 2.5 M nBuLi in hexanes was added in one portion at −50° C. This mixture was stirred overnight at room temperature, then cooled to −40° C., and 150 mg of CuCN was added. The resulting mixture was stirred for 1 h at −20° C., then cooled to −40° C., and a solution of 13.6 g (35.3 mmol) of (2-methyl-4-phenyl-5-methoxy-6-tert-butyl-1H-inden-1-yl)(chloro)dimethylsilane in 200 ml of ether was added in one portion. Further on, this mixture was stirred overnight at ambient temperature, then 0.5 ml of water was added. This solution was filtered through a pad of silica gel 60 (40-63 um) which was additionally washed by dichloromethane. The combined organic elute was evaporated to dryness and dried in vacuum. This procedure gave 24.9 g of a yellowish glass. This product of ca. 90% purity was further used without an additional purification.

Provenance & Evidence