64980-40-1Relevant academic research and scientific papers
Crystal packing of alcohol amines formed by the reaction of primary amines with 1,2-epoxy-3-phenoxypropane
Vogelson,Bott,Barron
, p. 284 - 288 (2001)
For the purposes of characterizing a novel class of inorganic-organic hybrid epoxy resin materials, a series of amines were reacted with a monoepoxide (1,2-epoxy-3-phenoxypropane) under base catalyzed conditions to produce racemic mixtures of compounds wi
Solvent-Directed Epoxide Opening with Primary Amines for the Synthesis of β-Amino Alcohols
Lizza, Joseph R.,Moura-Letts, Gustavo
, p. 1231 - 1242 (2017/03/11)
An efficient synthesis of β-amino alcohols from a variety of epoxides and primary unbranched amines in the absence of any catalyst in high yields and regioselectivities is reported. A variety of polar mixed solvent systems allow for the selective formation of secondary amino alcohols over tertiary amino alcohols. The reaction scope extends to a wide variety of aromatic and aliphatic substituted epoxides and primary amines bearing complex functionality.
CONTINUOUS FLOW SYNTHESIS OF AMINO ALCOHOLS USING MICROREACTORS
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Page/Page column 9-10, (2011/06/10)
The present invention provides various methods for the synthesis of chemical species in a microreactor environment. In some cases, reaction products of the present invention may be valuable as intermediates and/or products in pharmaceutical and polymer research. For example, the method may involve the synthesis of amino alcohols within a microchannel. Embodiment described herein may allow for reactions with significantly shorter reaction times and increased efficiency.
Aminolysis of epoxides in a microreactor system: A continuous flow approach to β-Amino alcohols
Jensen, Klavs F.,Bedore, Matthew W.,Zaborenko, Nikolay,Jamison, Timothy F.
experimental part, p. 432 - 440 (2011/04/22)
The use of a continuous flow microreactor for β-amino alcohol formation by epoxide aminolysis is evaluated. Comparison to microwave batch reactions reveals that conditions obtainable in the microreactor can match or improve yields in many cases. By increasing the pressure of the system, maximum temperatures can also exceed those accessible using a microwave unit. The use of a microreactor for epoxide aminolysis reactions in the synthesis of two pharmaceutical relevant compounds is described.
Metallocene catalyzed synthesis of fungistatic vicinal aminoalcohols under solvent free conditions
Mancilla, Gabriela,Durán-Patrón, Rosa M.,Macías-Sánchez, Antonio J.,Collado, Isidro G.
scheme or table, p. 6820 - 6822 (2011/01/04)
Group 4 and 5 metallocenes, Cp2TiCl2, Cp 2ZrCl2 and Cp2VCl2, have been evaluated as catalyst in the solvent free, room temperature, preparation of vicinal aminoalcohols. The regioselectivity of the reaction and the fungistatic activity of the prepared compounds against Botrytis cinerea and Colletotrichum gloeosporioides are discussed.
A facile and efficient synthesis of β-amino alcohols using 2,2,2-trifluoroethanol as a metal-free and reusable medium
Khaksar, Samad,Heydari, Akbar,Tajbakhsh, Mahmood,Bijanzadeh, Hamid Reza
experimental part, p. 106 - 110 (2010/03/03)
Trifluoroethanol was used as a reusable catalyst and medium for the ring opening of epoxides using aliphatic and aromatic amines as nucleophile under mild conditions to give the corresponding β-amino alcohols in high yields and regioselectivity.
Highly chemoselective addition of amines to epoxides in water
Azizi, Najmodin,Saidi, Mohammad R.
, p. 3649 - 3651 (2007/10/03)
(Chemical Equation Presented) Aminolysis of a variety of epoxides by aliphatic and aromatic amines in water, in the absence of any catalyst with high yields, is reported. β-Amino alcohols were formed under mild conditions with high selectivity and in excellent yields.
A new and efficient epoxide ring opening via poor nucleophiles: Indole, p-nitroaniline, borane and O-trimethylsilylhydroxylamine in lithium perchlorate
Heydari, Akbar,Mehrdad, Morteza,Maleki, Aziz,Ahmadi, Nafiseh
, p. 1563 - 1565 (2007/10/03)
Highly regioselective ring opening of 2,3-dimethyloxirane, 2-epoxyphenylether and allyl(2-epoxymethyl) ether are observed through reactions with poor nucleophiles such as indole, borane, O-trimethylsilylhydroxylamine, p-nitroaniline and sterically hindered tert-butylamine in the presence of 5.0 M lithium perchlorate-Et2O solution. These reactions are fast, convenient, with rather high yields and are carried out at ambient temperatures.
Calcium trifluoromethanesulfonate-catalysed aminolysis of epoxides
Cepanec, Ivica,Litvi?, Mladen,Mikulda?, Hrvoje,Bartolin?i?, Anamarija,Vinkovi?, Vladimir
, p. 2435 - 2439 (2007/10/03)
Aminolysis of epoxides catalysed by calcium trifluoromethanesulfonate under mild reaction conditions is described. The novel method is very efficient in the synthesis of wide variety of β-amino alcohols with high regio- and stereoselectivity.
Microwave-assisted aminolysis of epoxides under solvent-free conditions catalyzed by montmorillonite clay
Mojtahedi, Mohammad M.,Saidi, Mohammad R.,Bolourtchian, Mohammad
, p. 128 - 129 (2007/10/03)
The reaction of primary and secondary amines with epoxides in the presence of montmorillonite K10 clay, under solvent-free conditions and microwave irradiation affords high yields of β-amino alcohols.
