Tetrahydrofuran → 2-Oxocyclohexane-1-sulfonamide

Participants

Reaction Conditions

Reaction Steps

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+).

Provenance & Evidence