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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919979Generated: November 1, 2026

Methyl acetoacetate → HCID 86714162, compound

https://huagongshe.com/reaction/919979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantMethyl propiolateHCID 13536—
Reactant1-Phenethylamine, (-)-HCID 75818—
SolventMethanolHCID 887—
ProductHCID 86714162HCID 8671416263.8%

Reaction Steps

A mixture of (S)-1-phenyl-ethylamine (3 g, 24.8 mmol) and 3-oxo-butyric acid methyl ester (3.2 mL, 29.7 mmol) in MeOH (100 mL) was refluxed for 2 h. Propynoic acid methyl ester (3.3 mL, 37.1 mmol) was added, and the resulting mixture was refluxed for 2 days. After cooling to r.t., the solvent was evaporated, and the crude solid was recrystallized from MeOH to give 4.8 g of the title compound as a pale orange solid. MS: (+) m/z 326.29 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09271970B2
Source datasetuspto-grants-2016_03
ORD IDord-029a78af84d94417b683551570e54c20
Source noteuspto-grants-2016_03