4-氟邻苯二酚的合成

Synthesis of 4-Fluorocatechol

以对氟苯酚为原料,在浓硫酸催化下,经乙酸酐酯化反应生成乙酸对氟苯酯;乙酸对氟苯酯在三氯化铝作用下,发生Fries重排反应,生成5氟2羟基苯乙酮;再经Dak in氧化合成了4氟邻苯二酚。此路线总收率为45.4%,且产品及其中间体经IR1、H NMR和MS等谱图确证。整个路线,原料易得,条件温和,产率较高,适合于以后的进一步工业化生产研究。

4-Fluorocatechol is an important intermediate for medicine. It is also a key precursor in the synthesis of fluorocatecholamines which have pharmaceutical activities. In this paper, 4-fluorocatechol was synthesized by the esterification of 4-fluorophenol with acetic anhydride under the catalysis of concentrated sulfuric acid, rearrangement of 4-fluorophenyl acetate with anhydrous aluminum chloride, and Dakin oxidation of 5-Fluoro-2-hydroxyacetophenone . Its overall yield was 45.4%. The structures of 4-fluorocatechol and its intermediates were determinated by IR, H^1NMR and MS.