Tetrahydrofuran → 1,3-Dicyclohexyl-2-(4-hydroxy-2,2,6,6-tetramethyl-piperidin-1-yl)-isourea

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl (17.25 g, 100 mmol) is dissolved in THF (100 ml) and hydrogenated in the presence of 0.35 g Pt (5% on carbon) catalyst using 4 bar hydrogen pressure. The hydrogen uptake stops after approximately one hour. The reaction mixture is then filtered and mixed with the solution of dicyclohexylcarbodiimide (21.15 g, 102.5 mmol). The solution is then heated under argon at 60° C. for 17 hours, concentrated, diluted with ethyl acetate (40 ml) and allowed to crystallize. The crystals are filtered off, washed with cold ethyl acetate and dried to afford 34.03 g of the title compound as a colorless solid, mp. 157-161° C.

Herkunft & Nachweise