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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481842Generated: October 31, 2026

Ethyl Acetoacetate → HCID 54721612, compound

https://huagongshe.com/reaction/481842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetoacetateHCID 8868—
ReactantSodium hydrideHCID 24758—
Reactant(1,1'-Biphenyl)-4-carboxaldehydeHCID 76689—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 54721612HCID 54721612—

Reaction Conditions

Temperature0 °C

Reaction Steps

The title compound was prepared as described in General Method 1 using 13.0 g of ethyl acetoacetate, 5.3 g of NaH 50% dispersion in oil, 60 mL of 1.6M n-butyl lithium in hexane, 16.3 g of 4-biphenylcarboxaldehyde and 300 mL of tetrahydrofuran. After addition of the aldehyde, the reaction was stirred for 15 minutes at 0° C. then allowed to warm to room temperature overnight. The crude product was triturated from diethyl ether to afford a solid (m.p. 150°-152° C.). 'H NMR (CDCl3) δ2.97 (dd, 2H), 3.60 (dd, 2H) 5.77 (dd, 1H), 7.27-7.68 (m, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789440
Source datasetuspto-grants-1998_08
ORD IDord-8d0f30c9e4a043029211206d328c0df4
Source noteuspto-grants-1998_08