Collect. Czech. Chem. Commun. 1987, 52, 2057-2060

Procedure for large-scale preparations of oligoethylene glycol toluenesulphonates

Ivan Stibora, Oldřich Kociánb, Petr Holýa and Jiří Závadaa

a Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
b Research Institute of Drugs, Modrá, 811 04 Bratislava


Phase transfer catalysis allows a synthesis of oligoethylene glycol di-p-toluenesulphonates IVa-e and V from the corresponding diols Ia-e and II, respectively, in yields ##a 95%. A preferential tosylation of primary hydroxyl groups in the diols IIIa and IIIbcan be also accomplished almost quantitatively under the phase-transfer conditions.