Tetrahedron

2′-Acetoxy-2-hydroxy-5-methoxybenzophenone: Photochemical synthesis, transacylation and cyclization to 2-methoxyxanthone

MR Díaz-Mondéjar, MA Miranda

Index: Diaz-Mondejar, M.R.; Miranda, M.A. Tetrahedron, 1982 , vol. 38, # 10 p. 1523 - 1526

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Citation Number: 9

Abstract

—p-Methoxyphenyl salicylate2 gives 2, 2′-dihydroxy-5-methoxybenzophenone3 upon irradiation, but the yields are low both in hexane and in methanol. p-Methoxyphenylo- acetoxybenzoate1 undergoes photo-Fries rearrangement, affording 2′-acetoxy-2-hydroxy- 5-methoxybenzophenone4 in good yield. Compound4 is not stable in silica gel: it isomerizes to 2′-acetoxy-2-hydroxy-5′-methoxybenzophenone5, that is also the major acetylation ...

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