Downstream synthetic route of trans-Cyclohexane-1,2-diamine

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO85,mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

Paraformaldehyde (0.32 g) was mixed with N,N-dimethylformamide (1.92 g) and heated to 80 C to make a slurry. (¡À)-trans-1,2-Cyclohexanediamine (2) (Aldrich 270016) (0.53 g) was added to the slurry, where upon the mixture turned orange. The mixture was heated for 0.5 h at 80 C, then cooled and left for one week. The mixture was filtered and the crystals washed with ethanol to afford the 1,8,10,17-tetraazapentacyclo[8.8.1.18,17.02,7.011,16]icosane (4) (0.46 g; 71%). The product was recrystalised from a mixture of 1 part petroleum ether, 2 parts hexanes and 1.3 parts ethyl acetate (by volume; total volume 21.5 mL). Insoluble material was removed by filtration and the filtrate left to crystallize to afford off-white prisms (67% recovery), m.p. 210 C.

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine,belong chiral-catalyst compound

Reference£º
Article; Hendsbee, Arthur; Vaughan, Keith; Journal of Molecular Structure; vol. 1050; (2013); p. 1 – 4;,
Chiral Catalysts
Chiral catalysts – SlideShare