Tert-butyl acetoacetate → HCID 73657751, compound

Participants

Reaction Steps

A solution of the dianion of 1,1-dimethylethyl acetoacetate (15 mL of 1M solution, 15 mmol) was added to a solution of 5,5-bis(4-fluorophenyl)-4-[2-methyl-1-(1-methylethyl)propyl]-2,4-pentadienal (4.1 g, 11.1 mmol) in tetrahydrofuran at -60° C. After stirring for 3 hours the reaction was quenched with 2N hydrochloric acid and the mixture extracted with diethyl ether. The extracts were dried with magnesium sulfate and concentrated in vacuo. The residue was purified by chromatography on silica eluting with 5% ethyl acetate in hexane to give 3.2 g of the title compound as an oil. MS(CI): m/e =526 for M+ of C32H40F2O4.

Provenance & Evidence