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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1838387Generated: November 2, 2026

Hydrochloric Acid → 2-(2-Carboxyfuran-5-yl-methyl)-1-(4-fluorobenzyl)-5-methanesulfonylindole

https://huagongshe.com/reaction/1838387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
Reactant2-(2-Ethoxycarbonylfuran-5-yl-methyl)-1-(4-fluorobenzyl)-5-methanesulfonylindoleHCID 22504415—
Solvent1,4-DioxaneHCID 31275—
Product2-(2-Carboxyfuran-5-yl-methyl)-1-(4-fluorobenzyl)-5-methanesulfonylindoleHCID 2250440335.5%

Reaction Steps

To a solution of the compound obtained in Example 30 (6) (0.003 g) in 1,4-dioxane (0.5 ml), a 10% aqueous lithium hydroxide solution (0.5 ml) was added at −5° C. under argon atmosphere and the mixture was stirred for 2 hours. To the reaction solution was then added a 10% aqueous hydrochloric acid solution and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous NaCl solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel preparative thin-layer chromatography (chloroform:methanol=9:1) to obtain 0.001 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06673797B1
Source datasetuspto-grants-2004_01
ORD IDord-468420b0cbf3452cb696ef8b629db9f6
Source noteuspto-grants-2004_01