Process for the production of cyclopentyl 2-thienyl ketone
    1.
    发明公开
    Process for the production of cyclopentyl 2-thienyl ketone 审中-公开
    Verfahren zur Herstellung von Cyclopentylthien-2-ylketon

    公开(公告)号:EP1029858A1

    公开(公告)日:2000-08-23

    申请号:EP00300958.6

    申请日:2000-02-08

    IPC分类号: C07D333/22

    CPC分类号: C07D333/22

    摘要: A water-scavenging solvent, such a polyphosphoric acid, can be used for the synthesis of cyclopentyl 2-thienyl ketone by the direct acylation of cyclopentanecarboxylic acid without first reacting the cyclopentanecarboxylic acid with thionylchloride to form the acid chloride, while achieving new and unexpected yields. A tiletamine-free base can be made from the cyclopentyl 2-thienyl ketone with a halide in the presence of a solvent for the cyclopentyl 2-thienyl ketone to form a halogenated cyclopentane 2-thienyl ketone; aminating the halogenated cyclopentane 2-thienyl ketone by reaction with an amine; and subjecting the reaction product to thermal rearrangement, in a suitable solvent, and at a sufficient temperature to form tiletamine free base. Each step for the formation of tiletamine free base can be accomplished using the same solvent, e.g., dichlorobenzene so that intermediates need not be isolated between reactions.

    摘要翻译: 通过直接酰化环戊烷羧酸,可以使用除水溶剂(如多磷酸)合成环戊基2-噻吩基酮,无需首先使环戊烷羧酸与亚硫酰氯反应形成酰氯,同时达到新的和出人意料的产率 。 在环戊基2-噻吩基酮溶剂存在下,环戊基2-噻吩基酮与卤化物可制成不熟肉胺的碱,形成卤代环戊烷2-噻吩酮; 通过与胺反应胺化卤代环戊烷2-噻吩基酮; 并在合适的溶剂中,并在足够的温度下使反应产物进行热重排以形成未熟丝胺游离碱。 可以使用相同的溶剂例如二氯苯来实现形成泰他胺游离碱的每个步骤,使得中间体不需要在反应之间分离。