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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197147Generated: October 29, 2026

Water → [5-(2,6-difluorophenyl)-1H-pyrrol-3-yl]methanol

https://huagongshe.com/reaction/2197147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactantethyl 5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylateHCID 66974572—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
SolventSulfuric acid magnesium salt (1:1)HCID 24083—
Product[5-(2,6-difluorophenyl)-1H-pyrrol-3-yl]methanolHCID 6697451197%

Reaction Steps

A solution (35 mL) of ethyl 5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate (3.35 g) in tetrahydrofuran was cooled to −50° C., and a 1.5 mol/L solution (30 mL) of diisobutylaluminum hydride in toluene was added dropwise by small portions. The mixture was stirred at the same temperature for 1 hr, water was added to the reaction mixture, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with ethyl acetate, celite and anhydrous magnesium sulfate were added and the mixture was further stirred for 15 min. The suspension was filtrated, and the obtained filtrate was concentrated under reduced pressure to give the title compound as pale-red crystals (yield 2.70 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338462B2
Source datasetuspto-grants-2012_12
ORD IDord-241cb190d85842f58ccbf584663548d1
Source noteuspto-grants-2012_12