申请人:ERREGIERRE S.p.A.
公开号:EP0941992A1
公开(公告)日:1999-09-15
Process for the preparation of ipriflavone consisting in the following steps:
a) reaction of 2,4-dihydroxy-phenyl-benzyl-ketone of formula (II) with ethyl orthoformate in dimethylformamide as solvent and in the presence of a catalyst consisting of morpholine, to yield 7-hydroxyisoflavone of formula (III),
b) separation of product (III) from the reaction residue,
c) alkylation of product (III) from step b) with isopropyl halide to obtain ipriflavone, wherein:
I. step a) is carried out at a temperature ranging from 115 to 120°C using a 2,4-dihydroxy-phenyl-benzyl-ketone (II) weight/solvent volume (w/v) ratio lower than 1:4;
II. step b) consists in the precipitation of the corresponding salt with dicyclohexylamine of formula (IV).
The process yields 7-hydroxyisoflavone (III) in high yields within short reaction times (2 h max.) and ipriflavone with impurity ≤ 0.1%.
异黄酮的制备工艺包括以下步骤:
a) 式(II)的 2,4-二羟基苯基-苄基酮与原甲酸乙酯在二甲基甲酰胺为溶剂和吗啉催化剂存在下反应,生成式(III)的 7-羟基异黄酮、
b) 从反应残留物中分离产物(III)
c) 用异丙基卤化物对步骤 b 中的产物(III)进行烷基化反应,得到异黄酮,其中:
I. 步骤 a) 在 115 至 120°C 的温度下进行,使用的 2,4-二羟基苯基-苄基酮 (II) 重量/溶剂体积(w/v)比低于 1:4;
步骤 b)包括用式(IV)的二环己基胺沉淀相应的盐。
该工艺可在较短的反应时间内(最长 2 小时)获得高产率的 7-羟基异黄酮(III)和杂质≤ 0.1%的异 三黄酮。