68696-18-4

Phase transfer catalystTetraethylammonium chloride monohydrate is used in the preparation of 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl chloride by reacting with 1,2-O-acetoxonium-3,4,6-tri-O-acetyl-alfaD-glucopyranose perchlorate.

Crystallise the chloride from EtOH by adding diethyl ether, from warm water by adding EtOH and diethyl ether, from dimethylacetamide or from CH2Cl2 by addition of diethyl ether. Dry it over P2O5 in vacuum for several days. It also crystallises from acetone/CH2Cl2/hexane (2:2:1) [Blau & Espenson J Am Chem Soc 108 1962 1986, White & Murray J Am Chem Soc 109 2576 1987]. [Beilstein 4 IV 332.]