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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 72342Erstellt: 24. Oktober 2026

Tetrahydrofuran → 2-Oxocyclohexane-1-sulfonamide

https://huagongshe.com/de/reaction/72342

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktChlorosulfamic acidHCID 24499—
EduktDiisopropylethylamineHCID 81531—
Produkt2-Oxocyclohexane-1-sulfonamideHCID 13398975—

Reaktionsbedingungen

Temperatur-60 °C

Reaktionsschritte

Thereafter, the mixture was cooled to −60° C. and sulfamoyl chloride (11.85 g) in anhydrous THF (100 ml) was added dropwise (temperature increase from −60° C. to about −40° C.). The mixture was then cooled to −60° C. Then a solution of Hünig's base (13.3 g) in anhydrous THF (50 ml) was added gradually. The mixture was warmed up to room temperature and stirred for 2 hours. An unstirrable oil was the result. The THF was decanted off, and the oily residue was dissolved in methanol and filtered through silica gel. Subsequently, the methanol was removed under reduced pressure. The residue was dissolved completely in boiling 1:1 ethyl acetate/n-heptane (40 ml). After cooling to room temperature, the solution was cooled to 5° C. in a refrigerator. The precipitate was subsequently filtered off with suction using a frit. This gave the product (5.3 g) with a molecular weight of 177.2 g/mol (C6H11NO3S), MS (EST): m/e=178 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08828995B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-c25be3f9446f468b8af08f9a763f78f2
Quellennotizuspto-grants-2014_09