(反式,反式)-4-乙基-4’-丙基-1,1’-双环己烷的合成方法

The synthesis of (trans, trans)-4-ethyl-4'-propyl-1,1'-bicyclohexane via a three-step reaction involving condensation, trans-hydrogenation of the olefin bond, and carbonyl reduction solves the problems of long routes, numerous byproducts, and low yields in existing technologies, achieving efficient and low-cost synthesis.

CN117326905BActive Publication Date: 2026-07-17ALLCHEMY (TAIXING) CO LTD

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
ALLCHEMY (TAIXING) CO LTD
Filing Date
2023-09-28
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing technologies for synthesizing (trans, trans)-4-ethyl-4'-propyl-1,1'-bicyclohexane suffer from problems such as long routes, numerous byproducts, incomplete reactions, and low yields, resulting in high costs.

Method used

The target product was prepared by condensation reaction of 4-ethylbicyclohexyl ketone with dimethyl 2-oxopropyl phosphate, followed by selective hydrogenation and carbonyl reduction. (trans, trans)-4-ethyl-4'-propyl-1,1'-bicyclohexane was synthesized by a three-step reaction of condensation, trans-hydrogenation of olefin bond and carbonyl reduction.

Benefits of technology

It achieves high yield (over 90%) and low cost synthesis with few byproducts, simple post-processing, and can obtain products with over 99% trans content without separate isomerization treatment.

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Abstract

本发明公开了一种(反式,反式)‑4‑乙基‑4’‑丙基‑1,1’‑双环己烷的合成方法,包含如下步骤:步骤1,缩合反应:4‑乙基双环己基酮与2‑氧代丙基磷酸二甲酯缩合反应,生成反式‑4‑(2‑氧代‑亚丙基)‑4’‑乙基‑1,1’‑双环己烷1A;步骤2,烯键反式加氢:化合物1A经选择性加氢还原制备(反式,反式)‑4‑(2‑氧代‑丙基)‑4’‑乙基‑1,1’‑双环己烷2A;步骤3,羰基还原为亚甲基:将化合物2A的羰基还原为亚甲基,制备得到目标产物。本发明通过三步成熟反应合成目标产物,条件温和,反应完全,副产物少,总收率可达90%以上,成本较低;且后处理较简单,无须单独异构化,即可得到反式99%以上产品。
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