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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388657Generated: October 31, 2026

Sodium Hydroxide → {2-[(4-methoxy-2,6-dimethyl-benzenesulfonyl)-methyl-amino]-ethoxy}acetic Acid

https://huagongshe.com/reaction/2388657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanttert-butyl 2-(2-(4-methoxy-N,2,6-trimethylphenyl-sulfonamido)ethoxy)acetateHCID 59597898—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product{2-[(4-methoxy-2,6-dimethyl-benzenesulfonyl)-methyl-amino]-ethoxy}acetic AcidHCID 46870354—

Reaction Steps

tert-Butyl 2-(2-(4-methoxy-N,2,6-trimethylphenylsulfonamido)ethoxy)acetate (124.5 g, 321.3 mmol) was dissolved in THF (1,150 ml) and MeOH (1,900 ml), and an aqueous 6 M NaOH solution (1,300 ml) was added. The reaction mixture was stirred at room temperature for 1 hour and the organic solvents were then distilled off. The residue was taken up in aqueous 6 M HCl (2,000 ml) at 0° C. and the mixture was extracted with methylene chloride (2×1,000 ml). The combined organic phases were dried, filtered and concentrated to dryness in vacuo. The yield was 103.5 g (97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268814B2
Source datasetuspto-grants-2012_09
ORD IDord-536c1723b7c8450e947f53dab7775f29
Source noteuspto-grants-2012_09