CAS: 824-42-0; 2-Hydroxy-3-Methylbenzaldehyde

该化合物是替代苯甲醚衍生物的替代物,在2位置有一个氢氧基组,在芳香环的3位置有一个甲基组,该化合物通常用作有机合成的中间体,特别是在生产药品,农用化学品和特殊化学品方面,其反应性甲醛和氢氧基组可促成多种功能的功能化,使其对建立热循环框架或作为精细化学合成的前体具有价值.该化合物在标准条件下具有中等稳定性,尽管建议在冷干环境中储存以防止降解,其结构特征有助于在凝聚和替代反应中选择性反应.

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CAS号50-00-0 甲醛 | CAS号95-48-7 邻甲酚 | CAS号55359-67-6 2-(Methoxymetho... | CAS号108-48-5 2,6-二甲基吡啶 | CAS号67-66-3 氯仿 | CAS号68-12-2 N,N-二甲基甲酰胺 | CAS号55359-65-4 1-(methoxymetho... | CAS号83-40-9 邻甲基水杨酸 | CAS号15198-07-9 2-hydroxy-3-met... | CAS号488-17-5 3-甲基邻苯二酚 | CAS号192752-93-5 2-chloro-8-meth... | CAS号1807-36-9 8-methylcoumarin | CAS号576-26-1 2,6-二甲基苯酚 | CAS号303224-34-2 Acetonitrile, (... | CAS号247172-40-3 5-[(3-formyl-4-... | CAS号83-40-9 邻甲基水杨酸 | CAS号10319-01-4 2-methyl-6-[[2-... | CAS号33172-56-4 5-溴-2-羟基-3-甲基苯甲醛 | CAS号30590-60-4 2,2,7-trimethyl...

合成工艺路线路线简述

    3-甲基水杨酸置于palladium On Barium Sulfate 吡啶,喹啉,氯化亚砜,氢气,Sulfur体系中,用 甲苯,Petroleum Ether 作为反应溶剂,化学反应生成 2-羟基-3-甲基苯甲醛
    参考文献:Coumarins. Iii. A Novel Synthesis Ofo-Hydroxybenzaldehydes
    标题:Coumarins. Iii. A Novel Synthesis Ofo-Hydroxybenzaldehydes
    摘要:在温和温度下,水杨酰氯的催化氢化反应获得了高产率的水杨醛.对取代水杨酰氯进行类似的部分还原也获得了相应的水杨醛,产率可观.然而,尝试制备其他异构体羟基苯酰氯却未能成功.文中讨论了水杨酰氯的结构与其转化为水杨醛的难易程度之间的关系.此外,还描述了用二氯甲基甲醚对 Phenol 进行甲酰化的过程以及选择性 Ortho-甲酰化的相关信息.
    DOI:10.1246/bcsj.40.1428

    海关参考信息

    专利信息


    专利号:US-3972945-A
    优先权日:1974-12-23
    标 题:Process for the selective synthesis of salicylaldehydes
    发明人:ALBRIGHT CHARLES F
    权利人:GARRETT CORP
    摘要:The classical Reimer-Tiemann reaction for the synthesis of phenolic aldehydes has been modified from an aqueous to a non-aqueous system to provide an improved route for the formation of salicylaldehydes and, preferably, 3-substituted salicylaldehydes, e.g. 3-fluorosalicylaldehyde. Heretofore, compounds such as 3-substituted salicylaldehydes have proven to be extremely difficult to prepare in other than small laboratory quantities from the corresponding ortho-substituted phenol, since, in the final salicylaldehyde, each position ortho to the hydroxyl group contains substitution. In particular, with respect to 3-fluorosalicylaldehyde, one of the positions is occupied by the strongly electronegative fluorine atom so that the principal reaction product in the aqueous Reimer-Tiemann reaction has always been the para-isomer (3-fluoro-4-hydroxy-benzaldehyde), only negligible quantities of the desired ortho-isomer being obtained. In the process of the present invention, o-fluorophenol is caused to react with sodium hydroxide and chloroform in a hydrocarbon diluent (preferably benzene), maintaining the reaction under essentially anhydrous conditions by taking up the water of reaction with excess sodium hydroxide. It is necessary that an aprotic solvent, such as N,N-dimethylformamide, be employed as a catalyst. The use of boron oxide, while not absolutely necessary to the reaction, has been found to be advantageous in that the reaction proceeds more smoothly if the phenoxyboroxine is formed initially. The boron oxide also acts as a dehydrating agent and aids in removing the water of reaction. The preferential reaction product is the desired 3-fluorosalicylaldehyde, no paraisomer having been found. After hydrolysis and neutralization, the 3-fluorosalicylaldehyde can be recovered by azeotropic distillation along with a substantial quantity of unreacted o-fluorophenol which can be purified for recycle in subsequent preparations.

    专利号:US-8674119-B2
    优先权日:2010-07-16
    标题 :Chemical processes for the manufacture of substituted benzofurans
    发明人:FLYNN BERNARD LUKE
    权利人:FLYNN BERNARD LUKE; BIONOMICS LTD
    摘要:The present invention relates to the scaled-up synthesis of biologically active compounds which display useful therapeutic activity in treating proliferative disorders. In particular the invention relates to process methods for the kilogram scale synthesis of a particular class of substituted benzofuran tubulin polymerisation inhibitors.

    专利号:US-11560357-B2
    优先权日:2018-09-22
    标题 :Methods of producing pyrazole compounds
    发明人:GUPTA RAMESH CHANDRA; SINGARAVEL MOHAN; CHHIPA LAXMIKANT; KASUNDRA ASHOK
    权利人:TORRENT PHARMACEUTICALS LTD
    摘要:The present invention is directed to methods of producing substituted pyrazole based compounds through novel intermediates and unique processes for preparing such intermediates which enables synthesis of final product through commercially viable route of synthesis. The present invention is also directed to novel methods of producing substituted pyrazole based thyroid like compounds, and solid forms of 3-{4-[(7-hydroxy-6-methyl-indan-4-yl)methyl]-3,5-dimethyl-1H-pyrazol-1-yl}-propanoic acid, its pharmaceutical compositions, and methods of preparation thereof.

    专利号:US-9371334-B2
    优先权日:2010-09-22
    标题:Synthesis of substituted salicylaldehyde derivatives
    发明人:FARMER JAY J; JOB GABRIEL E
    权利人:NOVOMER INC
    摘要:Among other things, the present invention encompasses methods of synthesizing salicylaldehyde derivatives comprising the steps of: a) providing salicylaldehyde or a derivative thereof, b) forming an anhydro dimer of the provided salicylaldehyde compound, c) performing one or more chemical transformations on the anhydro dimer and d) hydrolyzing the anhydro dimer to provide a salicylaldehyde derivative different from that provided in step (a).

    专利号:US-10040800-B2
    优先权日:2010-09-22
    标 题:Synthesis of substituted salicylaldehyde derivatives

    专利号:CN-102600897-B
    优先权日:2012-02-22
    标 题 :Design of a Chiral Catalytic System and Its Application in the Synthesis of Antitumor Drug Spisulosine(ES-285)
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    合成参考文献


    摘要:Cheng, B.; Wang, T., Science of Synthesis Knowledge Updates, (2020) 3, 166.
    摘要:Cheng, B.; Wang, T., Science of Synthesis Knowledge Updates, (2020) 3, 173.
    摘要:Gao, W.-C.; Tian, J., Science of Synthesis Knowledge Updates, (2020) 3, 292.
    摘要:Dong, X.; Liu , H., Science of Synthesis Knowledge Updates, (2019) 3, .
    摘要:Xi, C.; Chen, C., Science of Synthesis: Multicomponent Reactions, (2013) 2, 445.
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