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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479864Generated: November 3, 2026

Sodium Hydroxide → 2-[Ethyl-(3-fluorophenyl)sulfonyl-amino]prop-2-enoic acid

https://huagongshe.com/reaction/1479864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl (2S)-2-[(3-fluorophenyl)sulfonyl-ethyl-amino]-3-hydroxy-propanoateHCID 131736600—
Solvent1,4-DioxaneHCID 31275—
Product2-[Ethyl-(3-fluorophenyl)sulfonyl-amino]prop-2-enoic acidHCID 13173660125%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 3F (3.0 g, 9.8 mmol) in dioxane (30 mL) was added with 20% NaOH aq. solution (20 mL) and the mixture heated at 80° C. for 5 h. The organic solvent was removed under reduced pressure and the aqueous phase acidified with 10% HCl. The solid formed was filtered under vacuum, washed with cold water (1×50 mL) and dried to afford 4F as white solid (650 mg, 25% yield). 1HNMR (DMSO, 200 MHz) δ 1.11 (t, 3H, J=7.7), 3.43 (q, 2H), 5.78 (s, 1H), 6.36 (s, 1H), 7.69 (m, 2H), 7.84 (m, 2H), 12.98 (bs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409864B2
Source datasetuspto-grants-2016_08
ORD IDord-9deced8009944107bc4308db842895a1
Source noteuspto-grants-2016_08