Hydroquinone → HCID 68637785, compound

Participants

Reaction Steps

Into a one liter three neck flask which was equipped with a stirrer, water condenser, thermometer and addition funnel was added 55g hydroquinone (1,4-benzenediol), 94.5g methacrylic acid (MAA), 100 ml tetrahydrofuran and 350ml toluene. Then 244 g of triethylamine was added with cooling. Then 121 g phosphorus oxychloride (POCl3) was added over a 20 minute period between 22° and 55° C. The flask contents were further reacted at 72° C. for two hours and then filtered. The filtrate was distilled to remove the volatiles, thus leaving 75 g of an amber crystalline semi solid. It was dissolved in 250 ml of methanol and crystallized in dry ice to give a white powder with a melting point of 87° to 89° C. Gel Permeation Chromatography (GPC) and NMR confirmed that the product was the 1,4-benzene dimethacrylate.

Provenance & Evidence