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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479812Generated: October 31, 2026

Sodium Hydroxide → 2-[(4-Chlorophenyl)sulfonyl-methyl-amino]prop-2-enoic acid

https://huagongshe.com/reaction/1479812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl (2S)-2-[(4-chlorophenyl)sulfonyl-methyl-amino]-3-hydroxy-propanoateHCID 131736583—
Solvent1,4-DioxaneHCID 31275—
Product2-[(4-Chlorophenyl)sulfonyl-methyl-amino]prop-2-enoic acidHCID 13173658462%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 3C (8.5 g, 27.6 mmol) in dioxane (20 mL) was added with 20% NaOH aq. solution (30 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 and extracted with CH2Cl2 (3×50 mL). The combined organic phases were dried over Na2SO4 and evaporated under reduced pressure to afford 4C as a pale yellow deliquescent solid (4.3 g, 62% yield). 1HNMR (DMSO, 200 MHz) δ 2.91 (s, 3H), 5.58 (s, 1H), 6.09 (s, 1H), 7.72-7.60 (m, 4H), 13.05 (bs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409864B2
Source datasetuspto-grants-2016_08
ORD IDord-c5c9e693063f4525a9d7bd62c99e63d6
Source noteuspto-grants-2016_08