As a common heterocyclic compound, it belong chiral-catalyst compound,Benzo-18-crown 6-Ether,14098-24-9,Molecular formula: C16H24O6,mainly used in chemical industry, its synthesis route is as follows.,14098-24-9
General procedure: 4.2.1. Method A. molecular clip 2 was obtained in 50% yield as described6b Method B. A mixture of bisether 8 (1 g, 2.65 mmol) and corresponding benzocrown ether (5.42 mmol) in PPA (30 g) was stirred vigorously at 80-85 for 30 min. A deep purple color was formed in 5 min. To the cooled reaction mixture was added water (150 mL) and product was extracted with CHCl3 (3¡Á50 mL). The organic layer was washed with water until neutral (?3¡Á50 mL) and subjected to azeotropic drying. The solvent was removed at reduced pressure and the residue was dissolved in a mixture of CHCl3/MeOH (50:1, 100 mL) and filtered through SiO2 (~30 mL). The solvent was removed at reduced pressure and the crude product was purified as described below. Method C. The procedure is similar to Method B, with exception that tetraol 9 (1.1 g, 2.65 mmol) was used instead bisether 8. Method D. A suspension of NaH (0.288 g, 12 mmol) in DMSO (26 mL) was heated with stirring at 70 for 30 min. The resulting mixture was cooled to room temperature and a solution of 11 (0.78 g, 2.65 mmol) in DMSO (40 mL) was added. Stirring was continued for 20 min and then solution of 10 (5.92 g, 5.83 mmol) in DMSO (40 mL) was added dropwise over 5 min and the resulting mixture was stirred at room temperature for 24 h. The mixture was poured into ice water (400 mL) and acidified with HCl to pH~2. The resulting solid was filtered off, washed with water (3¡Á50 mL). The crude product was purified as described below.
With the synthetic route has been constantly updated, we look forward to future research findings about Benzo-18-crown 6-Ether,belong chiral-catalyst compound
Reference£º
Article; Bogaschenko, Tatiana Yu.; Lyapunov, Alexander Yu.; Kikot’, Leonid S.; Mazepa, Alexander V.; Botoshansky, Mark M.; Fonari, Marina S.; Kirichenko, Tatiana I.; Tetrahedron; vol. 68; 24; (2012); p. 4757 – 4764;,
Chiral Catalysts
Chiral catalysts – SlideShare