Methyl acetoacetate → HCID 70254579, compound

Participants

Reaction Conditions

Reaction Steps

The title compound was prepared as described in General Method 6 using 37.2 g (320 mmol) of methyl acetoacetate, 13.2 g (330 mmol) of sodium hydride (60% dispersion in oil), 200 mL of 1.6 M n-butyllithium (320 mmol), 70.2 g (160 mmol) of 4-{2-[4-(3-phenyl-propionyl)-phenoxy]-ethyl}-piperazine-1-carboxylic acid tert-butyl ester prepared in Example W, and 400 mL of THF. After addition of the ketone, the reaction mixture was stirred at 1 hour at 0° C. and then quenched with a 50:50 mixture of acetic acid:H2O. Standard work-up gave the crude aldol product which was carried on without purification.

Provenance & Evidence