Application In Synthesis of 1-Phenylethyl acetate《Selective benzylic C-H monooxygenation mediated by iodine oxides》 was published in 2019. The authors were LaMartina, Kelsey B.;Kuck, Haley K.;Oglesbee, Linda S.;Odaini, Asma Al;Boaz, Nicholas C., and the article was included in《Beilstein Journal of Organic Chemistry》. The author mentioned the following in the article:
A method for the selective monooxdiation of secondary benzylic C-H bonds is described using an N-oxyl catalyst and a hypervalent iodine species as a terminal oxidant. Combinations of ammonium iodate and catalytic N-hydroxyphthalimide (NHPI) were shown to be effective in the selective oxidation of n-butylbenzene directly to 1-phenylbutyl acetate in high yield (86%). This method shows moderate substrate tolerance in the oxygenation of substrates containing secondary benzylic C-H bonds, yielding the corresponding benzylic acetates in good to moderate yield. Tertiary benzylic C-H bonds were shown to be unreactive under similar conditions, despite the weaker C-H bond. A preliminary mechanistic anal. suggests that this NHPI-iodate system is functioning by a radical-based mechanism where iodine generated in situ captures formed benzylic radicals. The benzylic iodide intermediate then solvolyzes to yield the product ester. The experimental procedure involved many compounds, such as 1-Phenylethyl acetate (cas: 93-92-5) .
1-Phenylethyl acetate(cas:93-92-5) is a carboxylic ester. Application In Synthesis of 1-Phenylethyl acetate It may be prepared by acetylation of methyl phenyl carbinol; from 1-bromoethylbenzene and silver acetate in acetic acid; from benzaldehyde by reacting with magnesium methyl bromide and subsequent acetylation.
Reference:
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