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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964531Generated: October 31, 2026

Hydrochloric Acid → 5-{3-[(1S)-2-Methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-2-carboxylic acid

https://huagongshe.com/reaction/1964531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 5-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-2-carboxylateHCID 58065515—
SolventEthanolHCID 702—
Product5-{3-[(1S)-2-Methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-2-carboxylic acidHCID 6668181599.1%

Reaction Steps

Ethyl 5-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-2-carboxylate (4.36 g, 9.2 mmol) synthesized in Example (17d) was dissolved in ethanol (100 mL), and a 4N aqueous sodium hydroxide solution (23 mL, 92 mmol) was added, followed by heating to reflux for 1 hour under nitrogen atmosphere. To the reaction solution, 2N hydrochloric acid (45 mL) was added to neutralize it, and the solvent was distilled off under reduced pressure. 1N hydrochloric acid was used to make the solution acidic, and extraction was carried out with ethyl acetate (300 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, to afford the desired product (4.06 g, yield 99%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-7f3db49e0ca84273a88b21c01cda487b
Source noteuspto-grants-2013_04