Synthesis Process Of Phenylacetic Acid

Phenylacetic acid is used as raw materials or intermediates on the organicmolecules. It is important for biological effects, drug bioavailability and metabolicstability of drugs. Therefore, the synthesis of phenylacetic acid has arousedcomprehensive concern.It was researched that a new experimental method synthesized of thephenylacetic acid.2-butyne-1,4-2-(p-toluenesulphonates) was prepared fromp-toluenesulfonyl chloride and2-butyne-1,4-diol under low temperature, which wasused for synthesizing2-butyne-1,4-dibenzene with benzene and catalyst, aluminumchloride. At the same time, the PTC of Aliquat336and the oxidant of potassiumpermanganate, phenylacetic acid was obtained by2-butyne-1,4-dibenzene oxidized.The factors of reaction conditions on the yield were investigated, such as mole ratio ofpotassium permanganate and material, catalyst dosage, reaction time and reactiontemperature. It was concluded that the optimal reaction conditions were molar ratio ofpotassium permanganate and material of6:1, catalyst dosage of2.5g, reaction time of14h and reaction temperature of45℃, and the yield was42.5%.The methods of single factor experiment and orthogonal experiment were usedfor synthesising2-butyne-1,4-2-(p-toluenesulphonates) and2-butyne-1,4-dibenzene.The factors of reaction conditions on the yield were investigated, such as mole ratio ofraw materials, reaction time, reaction temperature and so on. It was concluded that theoptimal reaction conditions of synthesising2-butyne-1,4-2-(p-toluenesulphonates)were molar ratio of p-toluenesulfonyl chloride and2-butyne-1,4-diol of2.6:1, reactiontime of7h, reaction temperature of-1℃~1℃, the solvent of acetonitrile andconcentration of sodium hydroxide of27%, and the yield was95.5%. Under conditionof V(ethanol): V(water)=4:1, the crude product of2-butyne-1,4-2-(p-toluenesulfonates) was recrystallized, and the yield of pure product was88.7%. Itwas also showed that the optimal reaction conditions of synthesising 2-butyne-1,4-dibenzene were molar ratio of aluminum chloride and sulphonate andbenzene of2.8:1:2.6, reaction temperature of40℃and reaction time of2h, and theyield was63.2%. The structure of product was confirmed by elemental analysis, IRand1HNMR.