63262-97-5Relevant academic research and scientific papers
Stereoselective functionalization of cyclopropane derivatives using bromine/magnesium and sulfoxide/magnesium exchange reactions
Kopp, Felix,Sklute, Genia,Polborn, Kurt,Marek, Ilan,Knochel, Paul
, p. 3789 - 3791 (2005)
(Chemical Equation Presented) The reaction of 2,2-dibromo-1-methyl- cyclopropanecarbonitrile (1) with i-PrMgCl in Et2O/CH 2Cl2 provides the cis-magnesium-carbenoid (2), which reacts with high retention of configuration wit
A process for preparing 1-methyl propyl formic acid method
-
Paragraph 0036; 0037, (2017/02/09)
The invention discloses a method for preparing 1-methyl cyclopropane carboxylic acid and belongs to the fields of fine chemical engineering and medical intermediates. The method comprises the following steps: by taking methacrylic acid (ester or salt), or methacrylonitrile or methacrylamide as a raw material, carrying out a cyclopropanation reaction with trihalide in the presence of an alkali to generate 2,2-geminal halide (III); carrying out a reaction between the 2,2-geminal halide (III) and metallic sodium to remove halogen atoms on the ring so as to generate methyl cyclopropionate or methyl cyclopropaneacetonitrile or methyl cyclopropylamide (II); acidifying the methyl cyclopropanecarboxylate, thereby obtaining 1-methyl cyclopropane carboxylic acid (I); and performing basic hydrolysis on methyl cyclopropaneacetonitrile or methyl cyclopropylamide, and acidifying to obtain 1-methyl cyclopropane carboxylic acid (I). The method disclosed by the invention is readily available in raw materials, mild in reaction conditions, convenient to operate, low in cost and high in purity of the obtained product and is a feasible preparation method.
Applications of Phase Transfer Catalysis, 23. Note on Bromoiodocarbene and on Pertinent Halogen Exchange Processes
Dehmlow, Eckehard V.,Broda, Witold
, p. 3894 - 3897 (2007/10/02)
A rapid halogen exchange between HCBr3, HCBr2I, HCBrI2, and HCI3 occurred in the presence of conc. sodium hydroxide and a quaternary ammonium salt.Trapping experiments with various alkenes gave cyclopropane derivatives only in 3 cases.Depending on the nucleophilicity of the alkene and the haloform, different proportions of CBr2, CBrI, and CI2 adducts were obtained.The most nucleophilic acceptor trapped those carbenes preferentially that were formed by elimination of iodide.
SYNTHESIS, STRUCTURE, AND REACTIVITY OF CYCLOPROPANES AND CYCLOPROPENES. XII. PARTIAL REDUCTION OF 1,1-DIBROMO-2-METHYL-2-CYANO(METHOXYCARBONYL)CYCLOPROPANES
Latypova, M. M.,Katerinich, L. V.,Baranova, I. N.,Plemenkov, V. V.,Bolesov, I. G.
, p. 2253 - 2257 (2007/10/02)
Functional derivatives (ethers, nitriles, acids, hydrazides, and alcohols) of monohalogenocyclopropane (possible precursors of the corresponding 3,3-disubstituted cyclopropenes) were obtained by partial reduction of the gem-dibromomethylene unit with zinc in alcohol and by the necessary functional modifications in the readily obtainable 1,1-dibromo-2-methyl-2-cyano(methoxycarbonyl)cyclopropanes.The reduction of 1,1-dibromo-2-methyl-2-cyanocyclopropane is highly stereoselective and leads to an easily separated mixture of E- and Z-1-bromo-2-methyl-2-cyanocyclopropanes.
