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., Organometallics, 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