Regio-selective hydroxysubstitution of fluorobenzoic acid derivatives: facile synthesis of fluorosalicylic acid derivatives

Graphic Ortho-substituted fluorine in 2,4-difluorobenzoic acid was found to be regio-selectively replaced to hydroxide by solid sodium hydroxide in 1,3-dimethyl-2-imidazolidinone, to afford 4-fluoro-2-hydroxybenzoic acid in high yield. Several multi-fluoro-substituted benzoic acid derivatives were e...

Full description

Saved in:
Bibliographic Details
Published inJournal of fluorine chemistry Vol. 121; no. 1; pp. 97 - 99
Main Authors Umezu, Kazuto, Tabuchi, Fumiya, Kimura, Yoshikazu
Format Journal Article
LanguageEnglish
Published LAUSANNE Elsevier B.V 01.05.2003
Elsevier
Subjects
2,4-Difluorobenzoic acid
4-Fluoro-2-hydroxybenzoic acid
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Ortho-substitution
Physical Sciences
Science & Technology
Solid sodium hydroxide
4-Fluoro-2-hydroxybenzoic acid
2,4-Difluorobenzoic acid
Solid sodium hydroxide
Ortho-substitution
ortho-substitution
4-fluoro-2-hydroxybenzoic acid
2,4-difluorobenzoic acid
solid sodium hydroxide
Online AccessGet full text

Cover

More Information
Summary:Graphic Ortho-substituted fluorine in 2,4-difluorobenzoic acid was found to be regio-selectively replaced to hydroxide by solid sodium hydroxide in 1,3-dimethyl-2-imidazolidinone, to afford 4-fluoro-2-hydroxybenzoic acid in high yield. Several multi-fluoro-substituted benzoic acid derivatives were effectively transformed to the corresponding salicylic acid derivatives under the similar conditions.
ISSN:0022-1139
1873-3328
DOI:10.1016/S0022-1139(02)00342-1