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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415706Generated: October 29, 2026

Hydrochloric Acid → 3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid

https://huagongshe.com/reaction/415706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWater ethylacetateHCID 22728543—
Reactant3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid Methyl EsterHCID 58891893—
SolventMethanolHCID 887—
SolventSodium HydroxideHCID 14798—
Solvent1,4-DioxaneHCID 31275—
Product3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic AcidHCID 1029980291.4%

Reaction Steps

To a solution of 3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic acid methyl ester prepared in Example 1 (850 mg) in dioxane (10 ml), 2N aqueous sodium hydroxide (2.5 ml) and methanol (4 ml) were added, and the mixture was stirred for 30 hours at room temperature. To the mixture, 2N hydrochloric acid was added, then ethyl acetate-water (30 ml-15 ml) was also added. The organic layer was washed, dried and concentrated under reduced pressure. The residue was dissolved in hot ethanol (40 ml) and added by hot water (40 ml), then allowed to cool. Precipitation was filtrated, and dried to give the title compound (755 mg) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088802B2
Source datasetuspto-grants-2012_01
ORD IDord-e94930e5242a44a189fc178b1335d6fd
Source noteuspto-grants-2012_01