reaction of phenol with acetic anhydride

The procedure of Example 16 was repeated, but employing 1.25 molar equivalents of acetic acid and a reaction temperature of 50 ± 2°C. The aspect of this invention using about 0.5 mole of acetic anhydride per mole of phenol may result in economy of production as compared to the process utilizing on the order of one mole of anhydride or free acetic acid per mole of phenol reactant as acetylating agent since a considerably smaller quantity of anhydride is employed in this process than the quantity of anhydride or acid in the other processes. The procedure of Example 16 was repeated, but employing 50 molar equivalents of anhydrous hydrogen fluoride, and 1.1 molar equivalents of acetic acid. The contents of the reactor were cooled to 40°C and the hydrogen fluoride was then vented through a caustic scrubber for one hour while simultaneously using a nitrogen purge. The process of claim 15 wherein the phenol conversion is at least about 80% and the reaction selectivity to 4 hydroxyacetophenone is at least about 70%. This in turn results in a more economical purification of product and recycle of hydrogen fluoride, and an energy saving. View desktop site. When acetic acid is the acetylating agent, per mole of phenol. In 4-aminophenol which is more reactive towards nucleophilic substitution reaction, phenolic OH or aromatic amino? The procedure of Example 11 was repeated, but employing 30 molar equivalents of anhydrous hydrogen fluoride, a reaction temperature of 120°C, and reaction time of 2 minutes. 15. The term "molar equivalent" as used in these examples denotes moles of the specified reactant per mole of phenol. {e۬��"�)� ܥ�jc�Zm�>l|Ԇ��F�;�J�����n���w>~�~�ټ�=En᫲���|0< {���Me�! The process of claim 1 wherein phenol is acetylated with about 0.4 to 0.8 moles of acetic anhydride per mole of phenol in the presence of hydrogen fluoride. The process of claim 8 wherein about 1.0 to 1.25 moles of acetic acid per mole of phenol are employed. A process of acetylating phenol to 4-hydroxyacetophenone by contacting phenol with acetic acid or acetic anhydride. The reaction proceeded with 99.9% conversion and with the indicated selectivities to phenyl acetate (0.0%), 4-hydroxyacetophenone (86.6%), 2-hydroxyacetophenone (6.3%), and 4-acetoxyacetophenone (1.6%). The results obtained in terms of the selectivity of the reaction for 4-HAP and in most cases phenol conversion, illustrate the significance of carrying out the process using conditions within the ranges defined by the invention. The process of claim 5 wherein said temperature of reaction is about 40 to 80°C and said reaction period is 30 to 300 minutes. The process of claim 1 wherein phenol is acetylated with about 0.9 to 2.0 moles of acetic anhydride per mole for phenol, in the presence of about 8 to 60 moles of hydrogen fluoride per mole of phenol, at a temperature of reaction of about 30 to 95°C, for a reaction period of at least 10 minutes , said temperature of reaction being at least about 45°C when said number of moles of hydrogen fluoride per mole of phenol is no greater than about 12. The reaction proceeded with 99.7% conversion of phenol and with the indicated selectivities to phenyl acetate (0.0%), 4-hydroxyacetophenone (91.4%), 2-hyroxyacetophenone (7.2%), and 4-acetoxyacetophenone (1.1%) . The process of claim 8 wherein a phenol conversion of at least about 80% and a reaction selectivity to 4-hydroxyacetophenone of at least about 70% are obtained. 0000003940 00000 n 4 Under the conditions adopted by these authors, ir is doubtful whether acetic acid actually exists as such, since, in the presente of dehydrating agents, it is known to be converted into aoetic anhydride s of

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