Pyridine → 2,5-Hexanediol dibenzoate

Participants

Reaction Steps

To 2.4 g (0.02 mol) 2,5-hexanediol was added 30 ml tetrahydrofuran, then added 4.8 ml (0.06 mol) pyridine with stirring. To the resulting homogenous mixture was slowly added 5.8 ml (0.05 mol) benzoyl chloride, and the reaction was stirred at room temperature for 1 hour, then heated refluxing for 5 hours. Upon completing the reaction, 20 ml water was added to dissolve the resulting salt. The mixture was extracted with ethyl acetate. The organic phase was separated, washed with saturated saline for two times, and dried over anhydrous sodium sulfate. The solvent was removed. Distillation under reduced pressure gave colorless liquid 2,5-hexanediol dibenzoate, and the yield was 94%. 1HNMR: δ (ppm) 1.36(d, 6H, CH3), 1.86(m, 4H, CH2), 5.21(m, 2H, CH), 7.40-8.16(m, 10H, ArH)

Provenance & Evidence