CAS: 931-51-1; Cyclohexylmagnesium Chloride

该化合物是一种有机金属化合物,属于灰色试剂类别,其特点是存在环球菌组,该物质组系于镁原子,该原子也系于氯原子.该化合物一般呈现为无色的,视其形态和纯度而定,无色可粉黄色液体或固体;氯环己烷基镁具有高度反应性,特别是水和湿度,导致碳氢化合物释放和氢氧化镁形成;有机合成中通常用作核素,形成碳结层,促成复杂的有机分子的形成;由于具有再活动性,该物质必须在惰性大气中处理,如氮或丙贡,并储存在密封的容器中,以防止与空气和水分接触;在与该化合物合作时,安全防范至关重要,因为它可以是易燃和有毒的.

结构式图片

欧盟法规

REACH注册ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

cyclohexyl chloride magnesiumcyclohexylethan-1-ol 2-cyclohexyl-2-hydroxy-propionic acid ethyl ester (E)-(1-cyclohexylethen-1,2-diyl)dibenzen cyclohexyl(tetrahydro-2H-pyran-4-yl)methanone

合成工艺路线路线简述

  • 542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium,Iodine; > 1 Min,Heated1.2 Solvents: Diethyl Ether; Heated; 30 Min,Rt
    标题:Visible-Light-Promoted Nickel-Catalyzed Cross-Coupling Of Alkyltitanium Alkoxides With Aryl And Alkenyl Halides
    作者:Leushukou,Andrei A.; Krech,Anastasiya V.; Hurski,Alaksiej L.
    参考文献:Organic Letters 日期:2022 卷标:24(34) 页码:6277-6281]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Diethyl Ether; Rt; 30 Min,Rt
    标题:Visible-Light-Promoted Nickel-Catalyzed Cross-Coupling Of Alkyltitanium Alkoxides With Aryl And Alkenyl Halides
    作者:Leushukou,Andrei A.; Krech,Anastasiya V.; Hurski,Alaksiej L.
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-6]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium
    标题:Ni-Catalyzed Dimerization And Hydroperfluoroarylation Of 1,3-Dienes
    作者:Iwasaki,Takanori; Min,Xin; Fukuoka,Asuka; Zhu,Longzhi; Qiu,Renhua; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2018 卷标:83(16) 页码:9267-9277]

    108-85-0 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Solvents: Tetrahydrofuran; 30 Min,Reflux; 1 H,Reflux
    标题:Enantioselective Cu-Catalyzed Arylation Of Secondary Phosphine Oxides With Diaryliodonium Salts Toward The Synthesis Of P-Chiral Phosphines
    作者:Beaud,Rodolphe; Phipps,Robert J.; Gaunt,Matthew J.
    参考文献:Journal Of The American Chemical Society 日期:2016 卷标:138(40) 页码:13183-13186]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium
    标题:Optical Resolution Of C2-Symmetric Racemic 1,4-Diols With O-Xylylene Structure By Chiral Resolving Agent (S)-Albo-V
    作者:Asami,Masatoshi; Zhong,Lvling; Sekiguchi,Naoki; Yamada,Kumiko; Hiwatashi,Yuya; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:2015 卷标:88(7) 页码:966-968]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Tetrahydrofuran; Reflux; 2 H,Reflux
    标题:Direct Conversion Of Phosphonates To Phosphine Oxides: An Improved Synthetic Route To Phosphines Including The First Synthesis Of Methyl Johnphos
    作者:Kendall,Alexander J.; Salazar,Chase A.; Martino,Patrick F.; Tyler,David R.
    参考文献:Organometallics 日期:2014 卷标:33(21) 页码:6171-6178]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Solvents: Diethyl Ether
    标题:Synthesis Method And Application Of 2-Alkoxy-6-Aminophenyl Dialkyl Phosphine Derivatives
    参考文献:World Intellectual Property Organization]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Solvents: Ethanol; 3 H,Reflux
    标题:Preparation Of 1-Cyclohexyl-1-Phenyl-3-Piperidine-Propanol Hydrochloride
    参考文献:China]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Diethyl Ether,Toluene; 3 H,Rt
    标题:New Synthetic Process Of Tricyclohexylstannyl-O,O-Diethyl Dithiophosphate
    作者:Cai,Keping; Xie,Cunming; Yao,Juhong
    参考文献:Henan Huagong 日期:2003 卷标:(3) 页码:22-23]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Tetramethoxysilane,Magnesium,Iodine Solvents: Toluene,Tetrahydrofuran; Rt -> 70 °C; 4 H,90 °C
    标题:Studies On The Influence Of Different Substituted Groups Of The External Donors On Propylene Polymerization
    作者:Chang,He-Fei; Ren,Shi-Tong; Zheng,Tao; Dang,Xiao-Fei; Yang,Yuan; Et Al
    参考文献:Gaofenzi Xuebao 日期:2013 卷标:(2) 页码:199-207]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium,Iodine Solvents: Tetrahydrofuran; 5 Min1.2 2 H,70 °C
    标题:Enantioselective Radical Hydroacylation Of α,β-Unsaturated Carbonyl Compounds With Aldehydes By Triplet Excited Anthraquinone
    作者:Luo,Yao; Wei,Qi; Yang,Liangkun; Zhou,Yuqiao; Cao,Weidi; Et Al
    参考文献:Acs Catalysis 日期:2022 卷标:12(20) 页码:12984-12992]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Iodoethane,Magnesium Solvents: 2-Methyltetrahydrofuran; 35 Min; Reflux; 70 Min,Reflux
    标题:Synthesis Method Of Trihexyphenidyl Hydrochloride
    参考文献:China]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Solvents: Tetrahydrofuran; Rt; 2 H,65 °C
    标题:Preparation Of Carbohydrate Monophosphine As Ligand For Catalyzing Coupling Reaction
    参考文献:China]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Solvents: Tetrahydrofuran
    标题:Asymmetric Iron-Catalyzed C-H Alkylation Enabled By Remote Ligand Meta-Substitution
    作者:Loup,Joachim; Zell,Daniel; Oliveira,Joao C. A.; Keil,Helena; Stalke,Dietmar; Et Al
    参考文献:Angewandte Chemie 日期:2017 卷标:56(45) 页码:14197-14201]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Solvents: Diethyl Ether,Tetrahydrofuran
    标题:Iron-Catalyzed Directed C2-Alkylation And Alkenylation Of Indole With Vinylarenes And Alkynes
    作者:Wong,Mun Yee; Yamakawa,Takeshi; Yoshikai,Naohiko
    参考文献:Organic Letters 日期:2015 卷标:17(3) 页码:442-445]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: 1,2-Dibromoethane,Magnesium Solvents: Diethyl Ether; 2 H,Reflux; 12 H,Reflux
    标题:Method For Preparing Di-Organo-Dialkoxysilanes
    参考文献:World Intellectual Property Organization]

    542-18-7 = 931-51-1
    反应条件:1.1 Reagents: Magnesium Solvents: Diethyl Ether
    标题:Zheda-Phos For General α-Monoarylation Of Acetone With Aryl Chlorides
    作者:Li,Pengbin; Lu,Bo; Fu,Chunling; Ma,Shengming
    参考文献:Advanced Synthesis & Catalysis 日期:2013 卷标:355(7) 页码:1255-1259
氯代环己烷置于magnesium,Lithium Chloride体系中,用 四氢呋喃 作为反应溶剂,化学反应生成 环己氯化镁
参考文献:使用有机镁试剂进行铬 (II) 催化的非对映选择性和化学选择性 Csp2-Csp3 交叉偶联
标题:使用有机镁试剂进行铬 (II) 催化的非对映选择性和化学选择性 Csp2-Csp3 交叉偶联
摘要:已开发出一种在环境温度下用环己基碘对芳基镁卤化物进行铬催化的高度非对映选择性烷基化的简单方案.此外,这种不含配体的 Crcl2 能够使伯,仲和叔烷基卤化镁与容易获得的乙酸烯基酯进行有效的亲电烯基化.此外,这种与立体定义的烯基乙酸酯的化学选择性 C-C 偶联反应以立体保留方式进行.烷基碘化物和烯基乙酸酯上的各种官能团具有非常好的耐受性,从而以非常好的收率和高非对映选择性提供官能化的 Csp2-Csp3 偶联产物.详细的机理研究表明,原位反应生成的低价铬 (I) 物种可能是这些 Csp2-Csp3 交叉偶联的活性催化剂.
DOI:10.1021/jacs.9B08586

专利信息


专利号:US-2010312013-A1
优先权日:2009-06-03
标 题:Steroselective synthesis of certain trifluoromethyl-substituted alcohols
发明人:FANDRICK DANIEL R; YEE NATHAN K; SONG JINHUA J; REEVES JONATHAN T
权利人:BOEHRINGER INGELHEIM INT
摘要:A process for synthesis of a compound of Formula (X) n n n n n n n n n n wherein:n R 1 is an aryl group substituted with one to three substituent groups,n wherein each substituent group of R 1 is independently C 1 -C 5 alkyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, halogen, carboxy, cyano, or trifluoromethyl,n wherein each substituent group of R 1 is optionally independently substituted with one to three substituents selected from C 1 -C 3 alkyl, C 1 -C 3 alkoxy, phenyl, and alkoxyphenyl; and n n R 2 and R 3 are each independently C 1 -C 5 alkyl.

专利号:US-5075450-A
优先权日:1990-06-28
标 题 :Intermediates in the synthesis of 17β-acyl-3-carboxy-androsta-3,5-dienes
发明人:RASMUSSON GARY H; TOLMAN RICHARD L; PATEL GOOL F
权利人:MERCK & CO INC
摘要:New intermediates in the synthesis of 17β-acyl-3-carboxy-androsta-3,5-dienes, of the formula: ##STR1## wherein R 2 is 2-thiopyridyl, and n R 3 is C 2 -C 4 alkoxycarbonyl, C 1 -C 4 , or trifluoromethylsulfonyloxy. The above compounds are useful intermediates in producing testosterone 5α-reductase inhibitors which are useful topically for treatment of acne, seborrhea, female hirsutism, and systemically in treatment of benign prostatic hypertrophy.

专利号:US-6340751-B1
优先权日:1998-07-24
标 题 :Process for the preparation of 4-substituted azetidinone derivatives
发明人:SAITO TAKAO; MURAYAMA TOSHIYUKI; MATSUMOTO TAKAJI; MIURA TAKASHI
权利人:TAKASAGO PERFUMERY CO LTD
摘要:Disclosed is a process for the preparation of a 4-substituted azetidinone derivative, which comprises reacting an azetidinone derivative and an amide compound in the presence of a magnesium compound such as those represented by the following formulas (II): n and (IV): n represented by the following formula (III): n n n MgR 5 R 6   (III) n n n wherein R 5 represents a C 1-12 alkyl group, a C 2-5 alkenyl group, a 5- to 8-membered alicyclic group which may be substituted by a lower C 1-4 alkyl group, a phenyl group which may be substituted by a lower C 1-4 alkyl group, a lower C 1-4 alkoxy group or a halogen atom or a benzyl group which may be substituted by a lower C 1-4 alkyl group, a lower C 1-4 alkoxy group or a halogen atom, and R 6 represents a halogen atom, a methanesulfonyloxy group, a benzenesulfonyloxy group, a p-toluenesulfonyloxy group, a trifluoromethanesulfonyloxy group, an acetoxy group which may be substituted by a halogen atom or a cyano group or an OR 7 group (R 7 representing a lower C 1-4 alkyl group, a substituted or unsubstituted phenyl group or a substituted or unsubstituted benzyl group). The process provides an industrially excellent process for the preparation of a 4-substituted azetidinone derivative which permits the selective preparation of an intermediate for the synthesis of a carbapenem antibacterial agent having a desired 1-β′ configuration.

专利号:US-6998488-B2
优先权日:2003-03-10
标 题 :Process and intermediates for the preparation of 4-aryl piperidines
发明人:BOICE GENEVIEVE N; CONRAD KAREN M; CORLEY EDWARD G; MATTY JR LOUIS; MURRY JERRY A; SAVARIN CECILE G
权利人:MERCK & CO INC
摘要:A novel process is provided for the preparation of 4-aryl piperidines, and the useful intermediates obtained therein. These compounds are intermediates for the synthesis of melanocortin-4 receptor (MC-4R), which are useful for the treatment of disorders such as obesity, diabetes, male sexual dysfunction, and female sexual dysfunction.

专利号:US-2010184989-A1
优先权日:2007-03-12
标 题 :De Novo Synthesis of Conjugates
发明人:RIGGS-SAUTHIER JENNIFER; DENG BO-LIANG; REN ZHONGXU; ZHANG WEN; GU XUYUAN; DUARTE FRANCO J
权利人:NEKTAR THERAPEUTICS
摘要:The invention provides methods for the preparation of small molecule drugs that are chemically modified by covalent attachment of a water-soluble oligomer obtained from a water-soluble oligomer composition. Such drugs are produced through modification of a synthetic pathway to attach the oligomer to an intermediate compound followed by completion of the synthetic path.

专利号:US-9006491-B2
优先权日:2009-10-22
标题 :Structure and method for synthesizing and using dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate
发明人:MA SHENGMING; LÜ BO; FU CHUNLING
权利人:MA SHENGMING; LÜ BO; FU CHUNLING; UNIV ZHEJIANG
摘要:The current invention relates to the structure, synthesis of dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate, as well as its applications in the palladium catalyzed carbon-chlorine bond activation for Suzuki coupling reactions and carbon-nitrogen bond formation reactions. The dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate could coordinate with the palladium catalyst to activate the inert carbon-chlorine bond highly selectively and catalyze Suzuki coupling reaction with arylboronic acid or carbon-nitrogen bond formation reaction with organic amines. The current invention uses only one step to synthesize dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate is stable in the air. Compared with known synthetic routes of ligands used in activating carbon-chlorine bonds, the method of current invention is short, easy to operate. Moreover, with this type of ligands, the Suzuki coupling products of optically active chlorolactones and arylboronic acids would maintain their configuration and optical purity.
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合成参考文献


摘要:Bertus, P.; Boeda, F.; Pearson-Long, M. S. M., Science of Synthesis Knowledge Updates, (2012) 1, 20.
摘要:Bertus, P.; Boeda, F.; Pearson-Long, M. S. M., Science of Synthesis Knowledge Updates, (2012) 1, 32.
摘要:Amatore, M.; Aubert, C.; Malacria, M.; Petit, M., Science of Synthesis Knowledge Updates, (2012) 3, 96.
摘要:Wu, X.-F., Science of Synthesis Knowledge Updates, (2014) 1, 294.
摘要:Cherkinsky, M.; Levinger, S., Science of Synthesis, (2010) 47, 482.
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