1-Bromopentane → 2,5-Bis(pentyloxy)terephthalic acid

Participants

Reaction Steps

A mixture of 25.4 g of 2,5-dihydroxy terephthalic acid diethyl ester, 30.0 g potassium carbonate, 1 g potassium iodide and 31.5 g 1-bromopentane was heated to boiling-point in cyclopentanone for at least 24 hours. The solvent was withdrawn and 250 ml of 5 wt % caustic potash and 20 ml ethanol was added to the residue, which was then heated to boiling-point for at least 24 hours. After cooling to room temperature the product was precipitated by acidifying with hydrochloric acid and was recrystallized from methylene chloride. 23.7 g of 2,5-bis(pentyloxy) terephthalic acid was obtained.

Provenance & Evidence