Some tips on trans-Cyclohexane-1,2-diamine

With the complex challenges of chemical substances, we look forward to future research findings about 1121-22-8,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

A 2-L beaker equipped with a mechanical overhead stirrer was charged with 250 mL of water. L-(+)-Tartaric acid (52.5 g, 0.35 mol) was added with stirring in one portion. The solution was stirredas 114 g (120 mL, 1 mol) of cis- and racemic trans-cyclohexanediamines was carefully added inone portion. A slurry was initially formed but complete dissolution was observed once the additionwas complete. Glacial acetic acid (50 ml) was then added in one portion. The product began toprecipitate during the addition, and continued to precipitate while the reaction mixture was allowedto cool from 90C to 5C, with stirring, over 3 h. The temperature was maintained at 5C for anadditional hour and the product was isolated by filtration. The filter cake was washed with 50 mL ofcold (5C) water followed by 4×50 mL portions of ambient temperature methanol. The product wasdissolved in 500 ml of hot water (100 C). The solvent was filtered from the foam and put into afreezer for recrystallization to give 14.17 g of crystals. Then the foam was dissolved in 500 ml ofhot water (100 C). The solvent was filtered and put into a freezer for recrystallization to give 9.77g of crystals. Total mass of the product was 23.94 g (0.09 mol, 26%). Enantiomeric excess wasdetermined by chiral GC of a trifluoroacetyl derivative. ee>99.9%

With the complex challenges of chemical substances, we look forward to future research findings about 1121-22-8,belong chiral-catalyst compound

Reference£º
Article; Tsygankov, Alexey A.; Chun, Man-Seog; Samoylova, Alexandra D.; Kwon, Seongyeon; Kreschenova, Yuliya M.; Kim, Suhyeon; Shin, Euijin; Oh, Jinho; Strelkova, Tatyana V.; Kolesov, Valerii S.; Zubkov, Fedor I.; Semenov, Sergei E.; Fedyanin, Ivan V.; Chusov, Denis; Synlett; vol. 28; 5; (2017); p. 615 – 619;,
Chiral Catalysts
Chiral catalysts – SlideShare