A method of making spirogalbanone includes the steps of:
(a) subjecting ethynylspirodecanol to a Rupe rearrangement to give a compound of the formula I
(b) converting the compound of (a) to a C1-C4 alkyl acetal;
(c) subjecting the acetal to a trans-acetalization reaction with allyl alcohol in the presence of a mild acid catalyst;
(d) heating the product of (c) in the presence of an acid catalyst to give an allylenolether; and
(e) subjecting the product of (d) to a Claisen rearrangement to give spirogalbanone.
The method affords an easier and more efficient method of preparation.
一种制造螺烷酮的方法包括以下步骤
(a) 将
乙炔基螺烷醇进行鲁普重排,得到式 I 的化合物
(b) 将(a)的化合物转化为 C1-C4 烷基
缩醛;
(c) 在弱酸催化剂存在下,使
缩醛与烯丙基醇发生反
乙醛化反应;
(d) 在酸催化剂存在下加热(c)的产物,得到烯丙基苯醚;以及
(e) 使(d)的产物发生克莱森重排反应,得到螺醛酮。
该方法提供了一种更简便、更有效的制备方法。