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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481853Generated: October 30, 2026

Methyl acetoacetate → HCID 21222433, compound

https://huagongshe.com/reaction/481853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
Reactant4-Methyl-1-phenylpentan-1-oneHCID 80301—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 21222433HCID 21222433—

Reaction Steps

The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of isohexanophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 134°-136° C.). 1H NMR (CDCl3) δ0.83 (dd, 6H), 1.1-1.3 (m, 2H), 1.4-1.6 (m, 1H), 1.9-2.1 (m, 2H), 2.90 (d, 1H), 2.92 (d, 1H), 3.25 (d, 1H), 3.35 (d, 1H), 7.2-7.5 (m, 5H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789440
Source datasetuspto-grants-1998_08
ORD IDord-e9e0ce99a93a4bb1bfca27494299bb51
Source noteuspto-grants-1998_08