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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356480Generated: October 29, 2026

Methyl acetoacetate → HCID 54677018, compound

https://huagongshe.com/reaction/356480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
Reactant1-(4-(Benzyloxy)phenyl)-4-methylpentan-3-oneHCID 18798637—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54677018HCID 54677018—

Reaction Steps

The title compound was prepared as described in General Method 6 using 40 g (142 mmol) of 1-(4-benzyloxyphenyl)-4-methyl-pentan-3-one (prepared in Example F), 41.2 g (355 mmol) of methyl acetoacetate, 14.2 g (355 mmol) of 60% NaH dispersion in mineral oil, 216 mL (1.64M, 355 mmol) of n-butyllithium and 700 mL of THF. The reaction mixture was quenched with 0.1N HCl and the product was extracted into EtOAc. The organic layer was dried (MgSO4), and the solvents were evaporated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834506
Source datasetuspto-grants-1998_11
ORD IDord-6fa0c38099d54175954fe6bdab444d9f
Source noteuspto-grants-1998_11