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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554163Generated: October 29, 2026

Hydrochloric Acid → HCID 66924646, compound

https://huagongshe.com/reaction/554163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTolueneHCID 1140—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 66924728HCID 66924728—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66924646HCID 6692464691%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution (30 mL) of ethyl 1-[(4-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrole-3-carboxylate (2.85 g) in tetrahydrofuran was cooled to −78° C., and a 1.5 mol/l toluene solution (12.8 mL) of diisobutylaluminum hydride was added dropwise over 30 min, and the mixture was further stirred at −78° 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 sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=6:1→1:1) to give the title compound as a brown oil (yield 2.29 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-6d58c1e7f4f0445e86763ae829166969
Source noteuspto-grants-2011_11