Lithium → HCID 131722788, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of isomeric 2-methylbenzindenes was prepared by the method described by Stehling et al., Orgtinometallics, 13, 964 (1994). A solution of 3.6 g of this material was dissolved in 90 mL diethyl ether and converted to the lithium salt by dropwise addition of 8 mL 2.5M butyllithium in hexane. This was added to 20 mmole flu-CH2—CH2—OSO2CF3 (Example 1) in 100 mL toluene. After stirring overnight , the reaction mixture was filtered and evaporated. The residual gum was extracted with 300 mL boiling heptane. The extract was cooled to −5° C. and the yellow solids which separated were collected on a filter. Further purification of the solids was carried out by chromatography on an 20.3×3.8 cm silica gel column, eluting with 1:1 (v/v) toluene - heptane. Evaporation of the eluate gave 3.6 g crude methylbenzindene-C2H4-flu as an amber resin.

Provenance & Evidence