M-Acetoxyacetophenone

Methylamino-4-acetoxyacetophenone hydrochloride in water hydrogenated with 20 % -Pd-on-carbon until the theoretical quantity of Hj is absorbed after 6 hrs during which the mixture is heated 3 times to ca. 80° —methylaminomethyl-(4-acetoxyphenyl)-carbinol hydrochloride. Y 90%. (F. e. and optimum reaction conditions s. H. Bretschneider, M. 77, 385 (1947) s. a. 78, 71 (1948) a-Amino-see. alcohols from a-ketoaldehydes s. 5, 314.) 

Garcia, H., Miranda, M. A., Prime, J. The photo-Fries rearrangement of acetoxyacetophenones using cyclic acetals as carbonyl blocking groups, in the presence of potassium carbonate. An improved procedure for the synthesis of diacylphenols. J. Chem. Res., Synop. 1986, 100-101. 

Asymmetric reductive acetylation process was also applicable to acetox-yaryl ketones. For example, m-acetoxyacetophenone 10 was transformed to 

Algestone acetophenide Biperiden Eprozinol Fendiline HCl Phenindamine tartrate Procyclidine HCl Pyrrobutamine Tridihexethyl iodide Trihexyphenidyl HCl m-Acetoxyacetophenone Norfenefrine 

Algestone acetophenide Biperiden Eprozinol Fendiline HCI Phenindamine tartrate Procyclldine HCI Pyrrobutamine Tridihexethyl Iodide Trihexyphenidyl HCI m-Acetoxyacetophenone Norfenefrine 

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