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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1954082Erstellt: 26. Oktober 2026

Hydrochloric Acid → 1-[(4-Methoxyphenyl)sulfonyl]-D-proline

https://huagongshe.com/reaction/1954082

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt4-Methoxybenzenesulfonyl chlorideHCID 7401—
EduktTriethylamineHCID 8471—
EduktD-ProlineHCID 8988—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-[(4-Methoxyphenyl)sulfonyl]-D-prolineHCID 744902—

Reaktionsschritte

D-proline (15 g, 130.3 mmol) is dissolved in a 1:1 mixture of water (150 mL) and p-dioxane (150 mL) and then triethyl amine (40 mL, 287 mmol), 4-methoxyphenylsulfonyl chloride (29.0 g, 140.3 mmol), and the 4-dimethylaminopyridine (1.5 g, 13.0 mmol) are added. The solution is stirred at room temperature overnight. The reaction mixture is then treated with 1N HCl until the solution is acidic (pH=2). The resulting solution is extracted three times with ethyl acetate. The ethyl acetate layers are washed with ammonium chloride, dried (MgSO4), filtered and evaporated to give the crude compound. Cl+ MS: m/z (rel intensity) (M+ +H 286, 100 ).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06121272
Quelldatensatzuspto-grants-2000_09
ORD IDord-7143f145fb5445aa84726d366d060aec
Quellennotizuspto-grants-2000_09