Benzene → HCID 20786401, compound

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A mixture of 1,2-phenylenedioxydiacetic acid (available from Aldrich, 3.0 g, 13.3 mmol), 2-(phenylsulfonyl)ethanol (5.0 g, 26.5 mmol), and p-TsOH.H2O (0.5 g) in 100 mL of benzene was heated overnight to reflux temperature with a Dean-Stark trap. Thereafter the mixture was concentrated by evaporation under reduced pressure, water was added and the mixture was extracted with CH2Cl2. The combined organic layers were washed with saturated NaHCO3 solution and water, dried, and concentrated under reduced pressure. The resulting residual oil was purified by short path column chromatography (silica gel, CH2Cl2) to give Intermediate 28 (7.4 g, 99%) as a light brown oil.

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