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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56288Generated: October 29, 2026

But-1-ene-1,3-dione → N-(3-fluoro-4-(3-oxomorpholino)phenyl)-3-oxobutanamide

https://huagongshe.com/reaction/56288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBut-1-ene-1,3-dioneHCID 12642904—
Reactant4-(4-Amino-2-fluoro-phenyl)-morpholin-3-oneHCID 23105311—
SolventEthyl AcetateHCID 8857—
ProductN-(3-fluoro-4-(3-oxomorpholino)phenyl)-3-oxobutanamideHCID 9002344861.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-(4-amino-2-fluorophenyl)morpholin-3-one (2.51 g, 11.9 mmol) and acetyl ketene (2.51 g, 29.9 mmol) in EtOAc (40 mL) was stirred at 80° C. for 24 h. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:4) to give the title compound as a yellow solid (2.15 g, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-b3862ce897db4dd98957ca235176814c
Source noteuspto-grants-2016_09