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Para-selective fries rearrangement of phenyl acetate in the presence of zeolite molecular sieves

✍ Scribed by Colin S. Cundy; Raymond Higgins; Sarah A.M. Kibby; Barrie M. Lowe; R. Michael Paton

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 226 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)99672-2

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✦ Synopsis

The Fries rearrangement of phenyl acetate is catalysed by acidic zeolites such as H-Nu-2 and H-ZSM-5, with selectivities of 2-6:l in favout of para-substituted products.

The Fries rearrangement of phenyl esters affords a mixture of o-and phydroxyphenylketones, together with phenol as a hydrolysis product (Scheme). Extensive research over many years has established that the reaction can be catalysed by a variety of Lewis and Bronsted acidslts, with aluminium trichloride being the most widely used. An equimolar amount of AlCls is generally required and it is consumed during work up. It is also known that the gas phase reaction can be

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