Pyridinium hydrochloride → HCID 86656438, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(4-ethylbenzyl)-5-methoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-benzonitrile (0.80 g) and pyridinium hydrochloride (9.0 g) is heated at 215° C. for 1 h. After cooling to ambient temperature, water is added and the resulting solution is extracted with ethyl acetate. The combined organic extracts are dried (MgSO4) and the solvent is removed under reduced pressure. The residue is dissolved in methanol (10 mL) and treated with 4 M aqueous NaOH solution (2.2 mL). The solution is stirred at room temperature for 1 h and then acidified using hydrochloric acid (4 mol/L). After removal of the organic solvents, the residue is extracted with ethyl acetate, the combined organic extracts are dried (sodium sulphate) and the solvent is evaporated. The remainder is purified by HPLC on reversed phase (YMC C18, acetonitrile/water).

Provenance & Evidence