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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1962560Generated: November 1, 2026

Methyl morpholine oxide → 5-(2,6-difluorophenyl)-1H-pyrrole-3-carbaldehyde

https://huagongshe.com/reaction/1962560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant[5-(2,6-difluorophenyl)-1H-pyrrol-3-yl]methanolHCID 66974511—
CatalystHCID 178419074HCID 178419074—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product5-(2,6-difluorophenyl)-1H-pyrrole-3-carbaldehydeHCID 8663097177%

Reaction Steps

To a solution (26 mL) of [5-(2,6-difluorophenyl)-1H-pyrrol-3-yl]methanol (2.56 g) in acetonitrile were added tetra-n-propylammonium perruthenate (430 mg), N-methylmorpholine N-oxide (2.15 g) and molecular sieves 4A powder (5 g), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate (60 mL) and filtered through celite. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=1:1) to give the title compound as pale-red crystals (yield 1.94 g, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415368B2
Source datasetuspto-grants-2013_04
ORD IDord-7669d96f890344248b4877cee78c126b
Source noteuspto-grants-2013_04