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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 860579Generated: November 1, 2026

Benzyl Bromide → Ethyl 3-oxo-5-phenylpentanoate

https://huagongshe.com/reaction/860579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantEthyl AcetoacetateHCID 8868—
ReactantLithium diisopropylamideHCID 2724682—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-oxo-5-phenylpentanoateHCID 61162—

Reaction Steps

Ethyl acetoacetate (2.32 g, 20 mmol) is added to a pre-cold solution of LDA (2.0 M, 20 mL, 40 mmol) in THF (100 mL) at 0° C. After addition, the mixture is stirred for 30 min, then benzyl bromide (3.42 g, 20 mmol) is added dropwise. After stirred at 0° C. for 30 min, the reaction is quenched by 5 N HCl, extracted with ethyl ether. The combined organic layers are washed with water and brine until it is neutral.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153878B2
Source datasetuspto-grants-2006_12
ORD IDord-cd0a6058427741dbad5fb017d26a1872
Source noteuspto-grants-2006_12