CAS: 76-09-5; 2,3-Dimethylbutane-2,3-Diol

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频哪酮 以 水 作为反应溶剂,374.84 °C,22.5 Mpa 条件下,反应生成 频哪醇
参考文献:使用超临界水加速合成有机反应:非催化贝克曼和频哪醇重排
标题:使用超临界水加速合成有机反应:非催化贝克曼和频哪醇重排
摘要:高压和高温 Ftir 用于研究使用超临界水 (Sch2O) 的非催化贝克曼和频哪醇重排.使用 Sch2O 可以显着加速贝克曼和频哪醇重排,尤其是在临界点附近,甚至在没有任何酸催化剂的情况下.已经证明,Sch2O 在两种重排中都有效地代替了传统的酸催化剂.在蒸馏条件下,使用 Sch2O 的频哪醇重排速率比在 46.7 Mpa 的 0.871 M Hcl 溶液中显着提高 28200 倍.发现前者在 25 Mpa 时的活化能显着降低到后者的约三分之一.反应速率的加快可能归因于有机反应物周围局部质子浓度的大幅增加.此外,Sch2O的性质在近临界区可调节为弱酸性,然后不催化频哪醇重排...
DOI:10.1021/ja9925251

专利信息

专利号:US-9388131-B2
优先权日:2011-04-27
标题:Automated synthesis of small molecules using chiral, non-racemic boronates
发明人：BURKE MARTIN D; LI JUNQI; GILLIS ERIC P
权利人:UNIV ILLINOIS
摘要:Provided are methods for making and using chiral, non-racemic protected organoboronic acids, including pinene-derived iminodiacetic acid (PIDA) boronates, to direct and enable stereoselective synthesis of organic molecules. Also provided are methods for purifying PIDA boronates from solution. Also provided are methods for deprotection of boronic acids from their PIDA ligands. The purification and deprotection methods may be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chiral, non-racemic compounds. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated stereoselective synthesis of chiral, non-racemic small molecules using iterative cycles of deprotection, coupling, and purification.

专利号:US-2024158926-A1
优先权日:2022-11-03
标 题 :Electrochemical synthesis of hydroxyvaleric acid from levulinic acid
发明人：HOLEWINSKI ADAM; DE SOUZA LUCAS FRANCISCO WILLIAN
权利人:UNIV COLORADO REGENTS
摘要:Disclosed herein are methods of electrochemical synthesis of hydroxyvaleric acid from levulinic acid. For example, disclosed herein are methods comprising electrochemical synthesis of hydroxyvaleric acid from levulinic acid, wherein the method is conducted in an electrochemical cell wherein a working electrode is in electrochemical contact with an aqueous electrolyte and levulinic acid, wherein the method comprises applying a potential to electrochemically reduce the levulinic acid to form hydroxyvaleric acid. Also disclosed herein are methods of synthesizing gamma-valerolactone from hydroxyvaleric acid, the method comprising acid-catalyzed esterification. Also disclosed herein are methods of use of the products produced by any of the methods herein.

专利号:US-9862733-B2
优先权日:2010-07-23
标题 :Apparatus and methods for the automated synthesis of small molecules
发明人：BURKE MARTIN D; GILLIS ERIC P; BALLMER STEVEN G
权利人:BURKE MARTIN D; GILLIS ERIC P; BALLMER STEVEN G; UNIV ILLINOIS
摘要:Provided are methods for purifying N-methyliminodiacetic acid (MIDA) boronates from solution. Also provided are methods for deprotection of boronic acids from their MIDA ligands. The purification and deprotection methods can be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chemical compounds of interest. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated synthesis of small molecules using iterative cycles of deprotection, coupling, and purification in accordance with methods of the invention. Coupling and other reactions embraced by the invention include, without limitation, Suzuki-Miyaura coupling, oxidation, Swern oxidation, “Jones reagents†oxidation, reduction, Evans' aldol reaction, HWE olefination, Takai olefination, alcohol silylation, desilylation, p-methoxybenzylation, iodination, Negishi cross-coupling, Heck coupling, Miyaura borylation, Stille coupling, and Sonogashira copling.

专利号:US-10889599-B2
优先权日:2018-02-27
标 题:1,1-diborylalkyl-1-metal compounds, preparation method thereof, and their applications toward synthesis of 1,1-diboronate ester compounds
发明人：CHO SEUNG HWAN; LEE YEOSAN
权利人:POSTECH ACAD IND FOUND
摘要:The present invention relates to a 1,1-diborylalkyl-1-metal compound including one metal group together with two identical boron groups at the sp3 carbon center, and its use. Specifically, the present invention relates to development of novel organic reactions, synthesis of functional molecules, and synthesis of new drugs by applying the novel 1,1-diboryl-1-metal substituted alkyl compounds to various molecular libraries which could not be synthesized by conventional methodologies.

专利号:US-9242925-B2
优先权日:2011-08-29
标题:Versatile and stereospecific synthesis of γ,δ-unsaturated amino acids by Wittig reaction
发明人：JUGE SYLVAIN; BAYARDON JEROME; REMOND EMMANUELLE; ONDEL-EYMIN MARIE-JOELLE
权利人:JUGE SYLVAIN; BAYARDON JEROME; REMOND EMMANUELLE; ONDEL-EYMIN MARIE-JOELLE; CENTRE NAT RECH SCIENT; UNIV BOURGOGNE
摘要:The γ,δ-unsaturated α-amino acids of general formula (I). Also, a versatile process for the stereospecific synthesis of said compounds of formula (I), involving a Wittig reaction. Further, intermediate products of general formulae (II) and (III), as shown below, which are involved in the synthesis of compounds (I). n n n n n n n n n n n n Compounds of general formula (I) may be useful as therapeutic substances, or as reagents or intermediates for fine chemistry.

专利号:US-7148356-B2
优先权日:2001-07-13
标题:Process for the catalytic synthesis of biaryls and polymers from aryl compounds
发明人：SMITH III MILTON R; MALECZKA ROBERT E
权利人:UNIV MICHIGAN STATE
摘要:A process for producing organic substituted aromatic or heteroaromatic compounds including biaryl and biheteroaryl compounds in a two-step reaction. In the first step, the aromatic or heteroaromatic compound is borylated in a reaction comprising a borane or diborane reagent (any boron reagent where the boron reagent contains a B—H, B—B or B—Si bond) and an iridium or rhodium catalytic complex. In the second step, a metal catalyst catalyzes the formation of the organic substituted aromatic or heteroaromatic compound from the borylated compound and an electrophile such as an aryl or organic halide, triflate (OSO 2 CF 3 ), or nonaflate (OSO 2 C 4 F 9 ). The steps in the process can be performed in a single reaction vessel or in separate reaction vessels. The present invention also provides a process for synthesis of complex polyphenylenes starting from halogenated aromatic compounds.