CAS: 4619-20-9; 4-Oxo-4-(P-Tolyl)Butanoic Acid

该化合物是一种多用途有机化合物,在合成药品和精美化学品方面有重要用途,其独特的结构是4-甲基苯基组和4-氧丁基酸核心,具有高度稳定性和反应性,该化合物因其能够促进复杂的转化而备受珍视,成为各种药剂开发中的宝贵中间体.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

succinic acid anhydride toluene methyl 4-(4-methylphenyl)-4-oxobutanoate 4-(Dimethylhydrazono)-1-(4-methylphenyl)-2-buten-1-on methyl 4-(4-methylphenyl)-4-oxobutanoate E)-5,5'-di-p-tolyl-[3,3']bifurylidene-2,2'-dione(E)-5,5'-di-p-tolyl-[3,3']bifurylidene-2,2'-dione ethyl 4-oxo-4-(p-tolyl)butanoate 5-(4-methylphenyl)-3H-furan-2-one

合成工艺路线路线简述

  • 合成目标产物 3-(4-Methylbenzoyl)Propionic Acid 主要起始原料 Succinic Anhydride And P-Tolylmagnesium Bromide
  • (文献来源)合成步骤主要原料 Succinic Anhydride 和 P-Tolylmagnesium Bromide
4-(Dimethylhydrazono)-1-(4-Methylphenyl)-2-Buten-1-On置于盐酸,聚合甲醛体系中,用 1,4-二氧六环 作为反应溶剂,化学反应生成 3-(4-甲基苯甲酰)丙酸
参考文献:Severin,T.; Poehlmann,H.,Chemische Berichte,1978,Vol. 111,P. 1564-1577
标题:Severin,T.; Poehlmann,H.,Chemische Berichte,1978,Vol. 111,P. 1564-1577

海关参考信息

专利信息


专利号:US-6921839-B2
优先权日:2000-08-29
标 题:Synthesis of N,N-dimethyl-3-(4-methyl) benzoyl propionamide a key intermediate of zolpidem
发明人:KUMAR YATENDRA; PRASAD MOHAN; NATH ASOK
权利人:RANBAXY LAB LTD
摘要:The present invention relates to an improved and industrially advantageous process for the preparation of N,N-dimethyl-3-(4-methyl)benzoyl propionamide of Formula I, n n nwhich is a key intermediate in the synthesis of zolpidem hemitartrate, a non-benzodiazepine hypnotic agent. The process includes reacting 3-(4-methyl)-benzoyl propionic acid of Formula IV, with alkyl chloroformate or pivaloyl chloride to get a mixed anhydride of Formula V; and reacting the mixed anhydride of Formula V with dimethylamine of Formula VI to get the N,N-dimethyl-3-(4-methyl)benzoyl propionamide of Formula I.

专利号:EP-1370515-A2
优先权日:2000-08-29
标题:Synthesis of n,n-dimethyl-3-(4-methyl) benzoyl propionamide, a key intermediate of zolpidem

专利号:US-2004054230-A1
优先权日:2000-08-29
标 题 :Synthesis of n,n-dimethyl-3-(4-methyl) benzoyl propionamide a key intermediate of zolpidem

专利号:WO-0218303-A2
优先权日:2000-08-29
标 题 :Synthesis of n,n-dimethyl-3-(4-methyl) benzoyl propionamide, a key intermediate of zolpidem
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主要参考文献

参考标题:Continuous-Flow Retro-Diels-Alder Reaction: A Process Window For Designing Heterocyclic Scaffolds
作者:Imane Nekkaa,Márta Palkó,István M. Mándity,Ferenc Miklós,Ferenc Fülöp |发布日期:2018.8.31
摘要:An Approach Based On A Highly Controlled Continuous‐flow (Cf) Retro‐diels-Alder Reaction Was Developed For The Synthesis Of New Compounds. Using This Approach, We Were Able To Rapidly Screen Reaction Conditions To Obtain The Desired Pyrimidinone Moieties In Short Reaction Times And High Yields. We Also Present An Alternative Route For The Synthesis Of Intermediates By Cf Cyclization.

合成参考文献


参考文献:10.1007/s13738-023-02814-w
摘要:Youssef YM, Azab ME, Elsayed GA, El-Sayed AA, Hassaballah AI, El-Safty MM, Soliman RA, El-Helw EAE. Synthesis and antioxidant, antimicrobial, and antiviral activity of some pyrazole-based heterocycles using a 2(3H)-furanone derivative. J IRAN CHEM SOC. 2023 Jun 03;20(9):2203–16. doi: 10.1007/s13738-023-02814-w.
参考文献:10.1007/s11224-024-02351-z
摘要:Grinev VS, Sklyar AE, Demeshko IA, Lobankova AA, Barabanov NA, Yegorova AY. Crystal structure, packing features, DFT evaluation of intermolecular hydrogen bonds, and crystal lattice energy of a polymorph of 4-oxo-4-phenylbutanoic acid. Struct Chem. 2024 Jun 14;35(6):2045–53. doi: 10.1007/s11224-024-02351-z.
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