Pyridine → 1,4-Xylenediol dibenzoate

Participants

Reaction Steps

To 0.03 mol 1,4-xylenediol were added 30 ml tetrahydrofuran and 0.09 mol pyridine, then added 0.075 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, filtered. After removing solvent, the crude was purified by recrystallization from ethyl acetate and petroleum ether (1:1, v/v) to give 1,4-xylenediol dibenzoate as a white solid, and the yield was 95%, mp was 84-85° C. 1HNMR: δ (ppm) 5.3(4H, s, CH2 linked to ester radical), 7.4-8.1(10H, m, ArH)

Provenance & Evidence