Potassium Iodide → 7-benzyloxy-6-D-glucosyloxycoumarin

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

Esculin [VIII] (1.0 g), benzyl chloride (1.0 g), potassium carbonate (0.7 g), a catalytic amount of 18-crown-6-ether and potassium iodide, and dimethylformamide (40 ml) were added to an eggplant-shaped flask (100 ml). The mixture was stirred at 60° C. for 8 hours to cause a reaction. The reaction mixture was concentrated under reduced pressure and the residue was poured into ice water. The precipitated crystals were filtered out and recrystallized from methanol to obtain 7-benzyloxy-6-D-glucosyloxycoumarin (VII-1) (melting point=184° to 186° C, mass spectrum (M+)=430, yield =86.4%).

Herkunft & Nachweise