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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554287Generated: October 28, 2026

Hydrochloric Acid → HCID 66925005, compound

https://huagongshe.com/reaction/554287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 66924637HCID 66924637—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 66925005HCID 6692500559%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution (30 mL) of ethyl 5-phenyl-1-{[4-(trifluoromethoxy)phenyl]sulfonyl}-1H-pyrrole-3-carboxylate (1.33 g) in tetrahydrofuran was cooled to −78° C., a 1.5 mol/L solution (8.0 mL) of diisobutylaluminum hydride in toluene was added dropwise, and the mixture was further stirred at −78° C. for 3 hr. 1 mol/L hydrochloric acid (20 mL) was added to the reaction mixture, and the mixture was diluted with ethyl acetate. Insoluble material was filtered through celite, and the filtrate 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=3:2) to give the title compound as an oil (yield 0.71 g, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-423470958e01497a92d5c0cf8d2fb50d
Source noteuspto-grants-2011_11