The efficient synthesis of a small library of 4-alkoxy-2-hydroxy-3,5,6-trif
luorobenzoic acids is described via the fluoride mediated alkylation of 5,6
,8-trifluoro-7-hydroxy-2-methyl-benzo[1,3]dioxin-4-one with a collection of
structurally diverse bromoalkanes. The use of ion-exchange resins during t
he reaction sequence enabled the preparation of the majority of the product
s in 82-98% purity without the need for chromatography. (C) 2001 Elsevier S
cience Ltd. All rights reserved.