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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554297Generated: October 30, 2026

Hydrochloric Acid → HCID 66924773, compound

https://huagongshe.com/reaction/554297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 66925014HCID 66925014—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66924773HCID 6692477375.1%

Reaction Conditions

Temperature-70 °C

Reaction Steps

A solution (10 mL) of ethyl 4-fluoro-5-phenyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate (60 mg) in tetrahydrofuran was cooled to −70° C., and a 1.5 mol/L solution (0.5 mL) of diisobutylaluminum hydride in toluene was added dropwise by small portions. The mixture was further stirred at −70° C. for 1 hr, 1 mol/L hydrochloric acid (20 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=7:3) to give the title compound as a colorless oil (yield 40 mg, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-83a701a38a324afc997bd2fcacd5dea7
Source noteuspto-grants-2011_11