Hydrochloric Acid → Dimethyl 4-phenoxyphthalate

Beteiligte Stoffe

Reaktionsschritte

0.1 Mole of dimethyl 4-nitrophthalate and 0.1 mole of sodium phenolate were reacted with each other in a solvent of dimethylformamide at 100° C. over a 3-hour period under a stream of nitrogen. After being allowed to stand at room temperature and thereby cooled, the reaction mixture was poured into a dilute aqueous solution of hydrochloric acid, and extracted with ethyl acetate. The solvent was distilled away from the extract to yield dimethyl 4-phenoxyphthalate. Then, dimethyl 4-phenoxyphthalate thus-obtained was refluxed in a mixture of ethanol and an aqueous solution of potassium hydroxide to result in conversion into 4-phenoxyphthalic acid. Thereafter, the acid underwent reaction in an acetic acid/acetic anhydride mixture at a temperature of 100° C., and the solvent was distilled away from the reaction solution to yield 4-phenoxyphthalic anhydride. Subsequently, equimolar amounts of 4-phenoxyphthalic anhydride. Subsequently, equimolar amounts of 4-phenoxyphthalic anhydride and m-diethylaminophenol were refluxed in toluene to yield a 2-(2-hydroxy-4-diethylaminobenzoyl)-4- or -5-aryloxybenzoic acid.

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