申请人:SCM Corporation
公开号:US04484007A1
公开(公告)日:1984-11-20
There is provided an improved process for producing biologically active arylterpenoid compounds useful to inhibit eclosion of pupae, e.g., fly pupae or mosquito pupae. The process is characterized by reacting a terpenoid material having a terminal unsaturated linkage, e.g., dihydromyrcene (3,7-dimethylocta-1,6-diene) with a lower alkyl Grignard reagent, e.g., n-propyl magnesium chloride to form a Grignard exchange product. The exchange product is then benzylated. Either a benzyl halide, e.g., p-isopropylbenzyl chloride, or a benzaldehyde, e.g., p-isopropylbenzaldehyde may be used. These compounds are specifically described in U.S. Pat. No. 4,002,769. They contain also a lower alkoxy group, e.g., methoxy. This can be introduced prior to the formation of the Grignard exchange product or at a later stage in the operation. Use of the exchange-type Grignard reaction enables elimination of several steps when producing the arylterpenoids from pinene as the terpene source, and consequent costs.
提供了一种改进的生产生物活性芳基萜类化合物的过程,用于抑制蛹的羽化,例如,苍蝇蛹或蚊子蛹。该过程的特点是将具有末端不饱和键的萜类材料,例如双氢肉豆蔻烯(3,7-二甲基辛-1,6-二烯),与较低的烷基格氏试剂,例如正丙基氯化镁反应,形成格氏交换产物。然后对交换产物进行苄基化。可以使用苄卤化物,例如对异丙基苄氯,或苄醛,例如对异丙基苄醛。这些化合物在美国专利4,002,769中有具体描述。它们还含有一个较低的烷氧基团,例如甲氧基。这可以在形成格氏交换产物之前或在操作的后期引入。使用交换型格氏反应可以在从蒎烯作为萜类来源生产芳基萜类化合物时消除几个步骤,从而降低成本。