Reaction of p-Fluorophenyllithium with Epoxyethane and Paraformaldehyde

Solutions of aryllithium obtained by bromine-lithium exchange with butyllithium contain butyl bromide. In THF the aryllithium compounds are smoothly alkylated by this alkyl halide at temperatures above —10 °C. However, if Et20 is used as a solvent, this butylation is much slower. This observation permits successful hydroxyalkylation with epoxides (assisted by coordination between lithium and oxygen) and paraformaldehyde at temperatures between —10 and +35 °C. [Pg.192]

5 Phenyllithium from Benzene and BuLi - TMEDA in Hexane [Pg.192]

Apparatus 500 ml round-bottomed flask, equipped with a reflux condenser. A narrow gas outlet connected to a washing bottle filled with hexane is placed on the top of the condenser. The inlet tube should not dip more than 0.5 cm into the hexane. [Pg.193]

6 Phenylpotassium from Benzene, BuLi f-BuOK and TMEDA in Hexane [Pg.193]

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