CN110845333A - 一种2,5-己二酮的合成方法 - Google Patents
一种2,5-己二酮的合成方法 Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
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- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
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- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
- C07C45/676—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton by elimination of carboxyl groups
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Abstract
本发明提供了一种2,5‑己二酮的合成方法,采用乙酰乙酸叔丁酯在碱的作用下与氯丙酮反应生成3‑乙酰甲基乙酰乙酸叔丁酯,然后在酸性条件下水解,脱酸得到2,5‑己二酮。本发明的有益效果:技术成本低,原材料容易获得,产率高。
Description
【技术领域】
本发明涉及电子材料和医药技术领域,尤其涉及一种2,5-己二酮的合成方法。
【背景技术】
2,5-己二酮是电子材料和医药中间体,通常由2,5-二甲基呋喃在催化剂作用下水解而得。另一个合成方法是乙酰乙酸乙酯钠与纯碘反应生成二乙酰琥珀酸二乙酯,再将其与10%氢氧化钠溶液进行水解而得。目前的技术成本高,原材料难得。
【发明内容】
本发明公开了一种2,5-己二酮的合成方法,从而解决背景技术中涉及的问题。
为实现上述目的,本发明的技术方案为:
一种2,5-己二酮的合成方法,采用乙酰乙酸叔丁酯在碱的作用下与氯丙酮反应生成3-乙酰甲基乙酰乙酸叔丁酯,然后在酸性条件下水解,脱酸得到2,5-己二酮,所述2,5-己二酮中间体的通式如下:
优选的,所述碱选自无水碳酸盐、三乙胺、吡啶。
优选的,所述酸选自硫酸、盐酸、磷酸和三氟乙酸。
本发明的有益效果如下:技术成本低,原材料容易获得,产率高。
【具体实施方式】
下面将结合本发明具体实施例,对本发明实施例中的技术方案进行清楚、完整地描述,显然,所描述的实施例仅是本发明的一部分实施例,而不是全部的实施例。基于本发明中的实施例,本领域普通技术人员在没有做出创造性劳动前提下所获得的所有其它实施例,都属于本发明保护的范围。
本发明提供一种2,5-己二酮的合成方法,采用乙酰乙酸叔丁酯在碱的作用下与氯丙酮反应生成3-乙酰甲基乙酰乙酸叔丁酯,然后在酸性条件下水解,脱酸得到2,5-己二酮,
所述2,5-己二酮的合成化学式如下:
所述2,5-己二酮中间体的通式如下:
其中,所述碱选自无水碳酸盐、三乙胺、吡啶,所述酸选自硫酸、盐酸、磷酸和三氟乙酸。
下面以具体实施例1-3对本发明进行详细说明。
实施例1
在2000毫升的反应釜中,加入260g乙酰乙酸叔丁酯、145g氯丙酮和1000g甲苯,升温至60-80℃,滴加150公斤三乙胺,滴完后继续反应5小时。冷却,过滤,脱除甲苯得到产品3-乙酰甲基乙酰乙酸叔丁酯290kg,产率为90.6%,用于下一步反应。
在1000升搪瓷反应釜中加入500g20%的硫酸溶液和290g上一步产品,加热至60-70℃反应8小时,冷却,用甲苯提取,脱除甲苯,减压蒸馏得到2,5-己二酮138kg,产率为90.9%。
实施例2
在2000毫升的反应釜中,加入260g乙酰乙酸叔丁酯、145g氯丙酮和1000Kg甲苯,升温至60-80℃,滴加150公斤三乙胺,加完后继续反应8小时,冷却,过滤。脱除甲苯,得到3-乙酰甲基乙酰乙酸叔丁酯280kg,产率87.5%。用于下一步反应。
在1000升搪瓷反应釜中加入500g20%的盐酸溶液和290g上一步产品,加热至60-70℃反应8小时,冷却,用甲苯提取,脱除甲苯,减压蒸馏得到2,5-己二酮135kg,产率为90.3%。
实施例3
在2000毫升的反应釜中,加入260g乙酰乙酸叔丁酯、145g氯丙酮和1000g甲苯,升温至60-80℃,滴加150g三乙胺,滴完后继续反应5小时。冷却,过滤,脱除甲苯得到产品3-乙酰甲基乙酰乙酸叔丁酯290Kg,产率为90.6%,用于下一步反应。
在1000升搪瓷反应釜中加入500g20%的磷酸溶液和290kg上一步产品,加热至60-70℃反应8小时,冷却,用甲苯提取,脱除甲苯,减压蒸馏得到2,5-己二酮136kg,产率为90.4%。
本发明的有益效果如下:技术成本低,原材料容易获得,产率高。
尽管本发明的实施方案已公开如上,但并不仅仅限于说明书和实施方案中所列运用,它完全可以被适用于各种适合本发明的领域,对于熟悉本领域的人员而言,可容易地实现另外的修改,因此在不背离权利要求及等同范围所限定的一般概念下,本发明并不限于特定的细节。
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CN1394838A (zh) * | 2002-08-02 | 2003-02-05 | 武汉大学 | 1,4-二羰基化合物的制备方法 |
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HIDEKI ABE, ET AL.: "Total Synthesis of Catunaregin and Preliminary Evaluation of Its Antitumor Activity", 《EUR. J. ORG. CHEM.》 * |
ZHU YIQIANG, ET AL.: "Formation of Pyrrolidin-1-ylcyclopentadienes via Cyclization of Alkyl 2-Dimethoxyacetyl and 2-Ethoxalyl-4-oxopentanoates", 《CHEMICAL RESEARCH IN CHINESE UNIVERSITIES》 * |
邢其毅 等: "《基础有机化学》", 30 June 2005, 高等教育出版社 * |
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