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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368289Generated: October 26, 2026

Methyl acetoacetate → sodium (2E)-4-methoxy4-oxo-2-buten-2-olate

https://huagongshe.com/reaction/1368289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178418361HCID 178418361—
SolventTetrahydrofuranHCID 8028—
Productsodium (2E)-4-methoxy4-oxo-2-buten-2-olateHCID 23681258—

Reaction Steps

60 g of a 30% strength sodium hydride suspension in mineral oil (744 mmol of NaH) are suspended in 250 ml of dry THF in an inert gas atmosphere. 86.4 g (744 mmol) of methyl acetoacetate in 200 ml of THF are slowly added dropwise, the resulting hydrogen being led directly into the waste air. After dropwise addition has taken place, the mixture is stirred at reflux for half an hour and then cooled. The solvent is stripped off in vacuo and the residual solid is washed with diethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06573263B2
Source datasetuspto-grants-2003_06
ORD IDord-7c59491220b54a3284ab73dfd5064cbc
Source noteuspto-grants-2003_06