The Journal of Organic Chemistry

The Syntheses of 3'-Fluoro-and 4-Fluoro-10-methyl-1, 2-benzanthracenes1

MS NEWMAN, RHB GALT

Index: Newman,M.S.; Galt,R.H.B. Journal of Organic Chemistry, 1960 , vol. 25, p. 214 - 215

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Citation Number: 18

Abstract

1-Amino-2-iiitro-4-bromonaphthalene3 was the precursor of l-bromo-3-fluoronaphthaleiie (I). Reduction of the nitro group4 and deamination gave 1-bromo-3-naphthylamine. Best yields (S0-65%) for replacement of the amino group by fluorine were obtained by decomposition of the diazonium hexafluorophosphate. s The normal Schiemann reaction using fluoboric acid afforded yields of 50-55%. The purity of the insoluble intermediate diazonium salt was of ...