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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56244Generated: October 25, 2026

Potassium Carbonate → (Z)-methyl-3-(2-(3,5-difluorophenoxy)acetamido)but-2-enoate

https://huagongshe.com/reaction/56244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3,5-DifluorophenolHCID 75928—
ReactantMethyl 3-(2-bromoacetamido)crotonateHCID 90023822—
SolventAcetoneHCID 180—
Product(Z)-methyl-3-(2-(3,5-difluorophenoxy)acetamido)but-2-enoateHCID 9002339583%

Reaction Steps

To a suspension of K2CO3 (1.38 g, 10.0 mmol) in acetone (50 mL) were added 3,5-difluorophenol (0.78 g, 6.00 mmol) and (Z)-methyl-3-(2-bromoacetamido)but-2-enoate (1.18 g, 5.00 mmol) and the mixture was refluxed for 5 h. The mixture was cooled to rt and filtered and the filtrate was concentrated in vacuo. To the residue was added DCM (100 mL) and the mixture was washed with water (100 mL×2) and brine (100 mL), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=5:1) to give the title compound as a white solid (1.18 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-e13f3a43cf4f456b92452b03e1590cab
Source noteuspto-grants-2016_09