Ethylphenyl acetate

Muller (38) employed ethylphenyl acetate to prepare tropic ester and this upon hydrolysis yielded tropic acid. 

Butyl-l-ethylnaphthoate oil, acid mp. 78° 72 C02Et Ethylphenyl-acetate + (7d) 200 10 h... 

Hofmann degradation of N-methylthebenine dimethyl ether methiodide or methomethylsulphate, which result from the complete methylation of thebenine, affords 3 4 8-trimethoxy-5-vinylphenan-threne [vn], the 4-methoxyl group of which is so readily hydrolysed that boiling with acetic acid or alcoholic hydrogen chloride results in formation of methebenol and bromination in formation of bromo-methebenol [8], 3 4 8-Trimethoxy-5-vinylphenanthrene can be reduced to 3 4 8-trimethoxy-5-ethylphenanthrene, identical with a specimen prepared from 2-nitroveratric aldehyde and 2-methoxy-5-ethylphenyl-acetic acid by the Pschorr phenanthrene synthesis [11]. 

Methods of C-alkylation and C-acylation of compounds containing reactive methylene groups are well-known synthetic reactions. To evaluate the advantages of carrying out these reactions with the help of a polymer support, let us first consider the side reactions that can eu ise in solution methods (Cope et al., 1957 Hudson and Hauser, 1940). (i) When an ester having more than one a-H is acylated, there is always a possibility of formation of diacylated products, (ii) Since the ester can also act as an acylating agent, self-condensation is another possible side reaction. Self-condensation is particularly pronounced in ethylphenyl acetate. In fact, dibenzyl ketone is synthesized by this reaction. 

Obtained by Fries rearrangement of 2-ethylphenyl acetate with aluminium chloride at 130-140° [2233],... 

Preparation by Fries rearrangement of 4-ethylphenyl acetate with alnminium chloride without solvent at 115-120° [1852,1869,2233], (96%) [1852], (70%) [2233],... 

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