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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 553468Erstellt: 25. Oktober 2026

Benzyl Alcohol → 1-(Phenoxymethyl)-2-sulfamoylbenzene

https://huagongshe.com/reaction/553468

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl AlcoholHCID 244—
EduktHydrochloric AcidHCID 313—
EduktDimethylformamideHCID 6228—
EduktSodium hydrideHCID 24758—
Edukt2-FluorobenzenesulfonamideHCID 193663—
Produkt1-(Phenoxymethyl)-2-sulfamoylbenzeneHCID 6691546766,7%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of benzyl alcohol (1 g, 8.6 mmol) in 10 mL of dry DMF was added to NaH (0.7 g, 17.1 mmol.) at 0° C. The reaction mixture was stirred at 0° C. for 30 min under N2. To the resulting mixture was added 2-sulfamoyl fluorobenzene (1 g, 5.7 mmol.) in 20 mL of dry DMF. The reaction mixture was stirred at 80-90° C. for 3 hours. After cooling to r.t., the reaction mixture was poured into ice-water and neutralized with aq. HCl (2 M) to pH 7. The mixture was extracted with ethyl acetate (3×50 mL). The combined organic layer was over Na2SO4, filtered and concentrated to afford crude 1-(phenoxymethyl)-2-sulfamoylbenzene (1 g, 66.7%), which was used directly without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08048862B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-c69de01c598c4e36910f9f6ff46cc8f6
Quellennotizuspto-grants-2011_11