Fries rearrangement: scalable synthesis of key fluoro building blocks 3-fluoro-4-methoxybenzoyl chloride and 1, 2-diethoxy-3-fluorobenzene

…, MY Bhoite, AK Gangopadhyay, K Nagarajan…

文献索引：Yerande, Swapnil G.; Shendage, Deepak M.; Wakchaure, Prasad B.; Phadtare, Ganesh R.; Bhoite, Madhavrao Y.; Gangopadhyay, Ashok Kumar; Nagarajan, Kuppuswamy; Rupp, Richard Helmut Tetrahedron Letters, 2014 , vol. 55, # 15 p. 2426 - 2429

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摘要

Abstract Lewis acid catalyzed Fries rearrangement of 2-fluorophenyl acetate (3) was performed on kg scale. The ortho5 and para4 isomers obtained were separated in an industrially feasible way. Compound 4 was then converted into fluorinated building block 3- fluoro-4-methoxybenzoyl chloride (1) while compound 5 was converted into 1, 2-diethoxy-3- fluorobenzene (2) in high yields.