Pyridine → Pentaerythritol, dibenzoate

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To 0.05 mol pentaerythritol were added 50 ml tetrahydrofuran and 0.15 mol pyridine, then added 0.12 mol benzoyl chloride with stirring. The reaction was heated refluxing for 4 hours, cooled and added 20 ml saturated saline. The reaction mixture was extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate. After removing solvent, the crude was purified by column chromatography to give 2,2-dihydroxymethyl-1,3-propandiol dibenzoate as a colorless viscous liquid, and the yield was 95%.

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