21912-23-2Relevant academic research and scientific papers
The synthesis of 3-amino-3-methylbicyclo[3.3.1]nonanes: Endo-selectivity in the Ritter reaction of 1,3,5,7α-tetramethylbicyclo[3.3.1]nonan-3-ol
Jirgensons, Aigars,Kauss, Valerjans,Mishnev, Anatolij F.,Kalvinsh, Ivars
, p. 3527 - 3530 (1999)
1,3,5,7α- and 1,3,5,7β-Tetramethylbicyclo[3.3.1]nonan-3-ols 3a and 3b were prepared from the corresponding ketones 2a and 2b. 7α-Methyl isomer 3a gave selectively endo-3α-N-formylaminobicyclononane 10 in the Ritter reaction with trimethylsilyl cyanide. 7β-Methyl epimer 3b suffered water elimination resulting in bicyclo[3.3.1]non-2-ene 12 under the same reaction conditions. The endo-amide structure was confirmed by X-ray analysis. The Royal Society of Chemistry 1999.
1,3-diamino -5,7-dimethyl-adamantane a synthesizing method
-
Paragraph 0031-0039; 0050-0058; 0069-0077, (2020/05/05)
The invention relates to a synthesis method of 1,3-diamino-5,7-dimethyl adamantine. The synthesis method comprises the following steps: synthesizing 1,3-dibromo-5,7-dimethyl adamantine from 1,3-dimethyl adamantan, bromine, a catalyst, and a halogenated hydrocarbon solvent; reacting 1,3-dibromo-5,7-dimethyl adamantine with an acetonitrile and sulfuric acid to synthesize 1,3-diacetylamino-5,7-dimethyl adamantane; and finally carrying out hydrochloric acid hydrolysis reaction to obtain the 1,3-diamino-5,7-dimethyl adamantine. The products in the steps of the preparation method reach 99% in purity without refining; and the intermediate in each step can be used for next step without subsequent complicated operation treatment. The 1,3-diamino-5,7-dimethyl adamantine prepared by using the synthesis method disclosed by the invention has wide application prospects. A diamine monomer prepared by using the 1,3-diamino-5,7-dimethyl adamantine has high transparency and excellent chromaticity index, so that a polyimide (PI) film has the advantages of increasing the transparency, reducing the coefficient of linear expansion, increasing the glass transition temperature and improving the refractive index, the production process of the polyimide film is simplified, and the investment in production equipment is substantially reduced.
Ethynyl adamantane derivatives and methods of polymerization thereof
-
, (2008/06/13)
1,3-Diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 3,3'-diethynyl-1,1'-biadamantane; 1-ethynyldiamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane as new compositions of matter, and a method of forming them in which adamantane; 1,3-dimethyladamatane; 1-hydroxy-3,5-dimethyladamantane; 1,1'-biadamantane and diamantane are each brominated to form a bromo derivative thereof; the bromo derivative is reacted with vinyl bromide in the presence of a Friedel-Crafts catalyst to convert it to its corresponding 2,2-dibromoethyl derivative and the 2,2-dibromoethyl derivative is subjected to dehydrohalogenation to convert it to its final ethynyl form. The 1,3-diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 3,3'-diethynyl-1,1'-biadamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane can be heat cured to form homopolymers having useful commercial properties. 1,3-Diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane can be polymerized in the presence of a suitable metal or peroxide catalyst.
