6914-76-7Relevant articles and documents
A process for preparing 1-methyl propyl formic acid method
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, (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.
Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes
Wasa, Masayuki,Engle, Keary M.,Lin, David W.,Yoo, Eun Jeong,Yu, Jin-Quan
supporting information; experimental part, p. 19598 - 19601 (2012/01/17)
Systematic ligand development has led to the identification of novel mono-N-protected amino acid ligands for Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes. A diverse range of organoboron reagents can be used as coupling partners, and the reaction proceeds under mild conditions. These results provide a new retrosynthetic disconnection for the construction of enantioenriched cis-substituted cyclopropanecarboxylic acids.
Process for the preparation of alkyl 1-methylcyclopropanecarboxylate
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, (2008/06/13)
Disclosed is a 4-step process for the preparation of alkyl esters of 1-methylcyclopropanecarboxylic acid which comprises the steps of (1) converting γ-butyrolactone to α-methyl-γ-butyrolactone; (2) converting the α-methyl-γ-butyrolactone from step (1) to an alkyl 4-halo-2-methylbutyrate; (3) producing a xylene solution of the alkyl 4-halo-2-methylbutyrate; and (4) contacting the xylene solution of an alkyl 4-halo-2-methylbutyrate from step (3) with an alkali metal alkoxide under conditions of temperature and pressure which causes vaporization of (i) an alkanol as it is formed and (ii) an alkyl 1-methylcyclopropanecarboxylate as it is formed from the alkyl 4-halo-2-methylbutyrate. Also disclosed are processes whereby the alkyl 1-methylcyclopropanecarboxylate, prepared as described above, is converted to 1-methylcyclopropylamine.