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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1479800Erstellt: 26. Oktober 2026

Sodium Hydroxide → 2-[Ethyl-(4-fluorophenyl)sulfonyl-amino]prop-2-enoic acid

https://huagongshe.com/reaction/1479800

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Eduktmethyl (2S)-2-[ethyl-(4-fluorophenyl)sulfonyl-amino]-3-hydroxy-propanoateHCID 131736579—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-[Ethyl-(4-fluorophenyl)sulfonyl-amino]prop-2-enoic acidHCID 9038420171,2%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of 3B (1.1 g, 3.6 mmol) in dioxane (25 mL) was added with 20% NaOH aq. solution (20 mL) and the mixture heated at 80° C. for 4 h. The organic solvent was removed under reduced pressure and the aqueous phase acidified with 10% HCl and extracted with CH2Cl2 (3×30 mL). The combined organic phases were dried using Na2SO4, evaporated under reduced pressure and then the resulting residue purified by flash chromatography (100% EtOAc) to obtain 4B as white solid (0.7 g, 66% yield). 1HNMR (DMSO, 200 MHz) δ 1.12 (t, 3H), 3.29 (q, 2H), 5.69 (s, 1H), 6.32 (s, 1H), 7.39 (m, 2H), 7.89 (m, 2H), 12.9 (bs, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09409864B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-292ee0f14b2147f98b8b4574d6453987
Quellennotizuspto-grants-2016_08