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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196959Generated: November 1, 2026

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

https://huagongshe.com/reaction/2196959

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 numberUS08338461B2
Source datasetuspto-grants-2012_12
ORD IDord-88e63adacc584212bfe36fab8349a0a4
Source noteuspto-grants-2012_12