Ethyl Acetate → t-Butyldimethylsilyloxy-2,6-dipropyl-4-vinyl benzene

Participants

Reaction Conditions

Reaction Steps

To a solution of 1.0 g (2.80 mmol) of methyl triphenylphosphonium bromide in 5.0 mL of ether at 0° C. was added 1.12 mL (2.5M, 2.80 mmol) of butyllithium. The reaction mixture was stirred for 30 minutes at 0° C. and then 756 mg (2.33 mmol) of the title compound from Example 14 (Step A) was added. After stirring for 1 h at room temperature, the reaction mixture was poured into ethyl acetate and washed with water and then saturated aqueous sodium chloride. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. Purification by flash chromatography (silica gel, hexane/ethyl acetate 97:3) gave 411 mg of the title compound.

Provenance & Evidence