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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927724Generated: November 1, 2026

Lithium hydroxide, monohydrate → 4-(4-(2-Tert-butoxy-2-oxoethyl)-2-(methylsulfonamido-methyl)phenoxy)benzoic acid

https://huagongshe.com/reaction/1927724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 4-(4-(2-tert-butoxy-2-oxoethyl)-2-(methylsulfonamidomethyl)phenoxy)benzoateHCID 68468952—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product4-(4-(2-Tert-butoxy-2-oxoethyl)-2-(methylsulfonamido-methyl)phenoxy)benzoic acidHCID 6846459881.5%

Reaction Steps

The product of step C (900 mg, 2.00 mmol) was diluted with dioxane (10 mL) followed by the addition of LiOH—H2O (126 mg, 3.00 mmol) dissolved in water (2 mL). After stirring for 12 hours, the reaction mixture was diluted with ethyl acetate and 2N HCl. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated. The material was purified using a biotage 40M cartridge eluting with methylene chloride:MeOH (95:5) to yield 4-(4-(2-tert-butoxy-2-oxoethyl)-2-(methylsulfonamido-methyl)phenoxy)benzoic acid (710 mg, 81.4% yield) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183289B2
Source datasetuspto-grants-2012_05
ORD IDord-2caddf8f9770433fae0cb5acade04022
Source noteuspto-grants-2012_05