Methanol → 2-(1H-Imidazol-1-yl-methoxy)-1H-isoindole-1,3(2H) dione

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Reaction Steps

5.1 g sodium salt of N-hydroxyphthalimide and 1.9 g 2-chloromethyl imidazole hydrochloride (Journal of Chem. Soc. 1965,4577) are stirred at room temperature in dry methanol for 2 hours. The solvent is distilled off in vacuo and the residue treated with aqueous sodium bicarbonate and extracted 3 to 4 times with chloroform. The combined organic layers are dried over sodium sulfate, filtered and evaporated to dryness 1.7 g of 2-(1H-Imidazol-1-yl-methoxy)-1H-isoindole-1,3(2H)dione remains as crystalline solid with a melting point of 158°-160° C.

Provenance & Evidence