Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356492Generated: October 30, 2026

Methyl acetoacetate → HCID 70254579, compound

https://huagongshe.com/reaction/356492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
ReactantHCID 53717435HCID 53717435—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70254579HCID 70254579—

Reaction Conditions

Temperature0 °C

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 1.6M 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834506
Source datasetuspto-grants-1998_11
ORD IDord-403c376d1bb94f66a2bb60f3cb457272
Source noteuspto-grants-1998_11