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Preparation of m-Aminophenol by Hydrolyzation

LI Wen-xiao

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Abstract

m-Aminophenol and the by-product resorcinol were synthesized from m-phenylenediamine by acidic hydrolyzation.The concentration,charge ratio,time and temperature were analyzed by condition experiment,orthogonal experiment and supplementary experiment,the optimized conditions were m-phenylenediamine∶ acid∶ water=1∶ 2.2~2.6∶ 66.9~80.3(mole),reaction temperature 215~230 ℃ and reaction time 5~10 hours;conversion 60%~99% and regioselectivity 50%~90%.Hydrolyzed product was comsequently extracted with methyl isobutyl ketone in different pH,respectively.The solvent in organic phases was removed and recovered,and then m-aminophenol and resorcinol were obtained by vacuum distillation.The HPLC purity of the product was 99%.

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What this paper is about

m-Aminophenol and the by-product resorcinol were synthesized from m-phenylenediamine by acidic hydrolyzation.The concentration,charge ratio,time and temperature were analyzed by condition experiment,orthogonal experiment and supplementary experiment,the optimized conditions were m-phenylenediamine∶ acid∶ water=1∶ 2.2~2.6∶ 66.9~80.3(mole),reaction temperature 215~230 ℃ and reaction time 5~10 hours;conversion 60%~99% and regioselectivity 50%~90%.Hydrolyzed product was comsequently extracted with methyl isobutyl ketone in different pH,respectively.The solvent in organic phases was removed and recovered,and then m-aminophenol and resorcinol were obtained by vacuum distillation.The HPLC purity of the product was 99%.

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Available abstract

m-Aminophenol and the by-product resorcinol were synthesized from m-phenylenediamine by acidic hydrolyzation.The concentration,charge ratio,time and temperature were analyzed by condition experiment,orthogonal experiment and supplementary experiment,the optimized conditions were m-phenylenediamine∶ acid∶ water=1∶ 2.2~2.6∶ 66.9~80.3(mole),reaction temperature 215~230 ℃ and reaction time 5~10 hours;conversion 60%~99% and regioselectivity 50%~90%.Hydrolyzed product was comsequently extracted with methyl isobutyl ketone in different pH,respectively.The solvent in organic phases was removed and recovered,and then m-aminophenol and resorcinol were obtained by vacuum distillation.The HPLC purity of the product was 99%.

Key concepts: Resorcinol, Chemistry, Hydrolysis, Solvent, Distillation, High-performance liquid chromatography, Ketone, Vacuum distillation

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