Application of 33016-47-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
Under argon atmosphere, cinchonine (220 mg, 0.5 mmol) was suspended in tetrahydrofuran (absolute, 1.0 mL), and to this suspension was added a Reformatsky reagent (0.52 M; 7.7 mL, 1.51 mmol) dropwise under ice-cooling. After stirring for 10 minutes, pyridine (0.15 mL, 2 mmol) was added thereto dropwise. After stirring for 20 minutes under ice-cooling, the mixture was cooled to -40C. A solution of 4-formyl-1-trityl-1H-imidazole (0.5 mmol) in tetrahydrofuran (absolute, 2.0 mL) was added dropwise over 10 minutes, and the mixture was stirred at -40 C for 4 hours. To this reaction solution was added 1N HCl (10 mL), which was then extracted with ethyl acetate (10 mL×2). The extracted solution was washed successively with an aqueous saturated sodium bicarbonate solution and an aqueous saturated sodium chloride solution. After the organic layer was dried with sodium sulfate, the solvent was removed under reduced pressure. The residue was analyzed with high performance liquid chromatography. Consequently, the yield was 84% and the enantiomer excess was 66%.1H NMR (400 MHz, CDCl3) delta: 1.42 (9H, s), 2.74 (1H, dd, J = 16.4 and 7.8 Hz), 2.81 (1H, dd, J = 16.4 and 4.6 Hz), 3.42 (1H, d, J = 4.9 Hz), 5.06 (1H, m), 6.79 (1H, s), 7.1-7.2 (7H, m), 7.29-7.36 (8H, m), 7.37 (1H, d, J = 1.4 Hz). IR (KBr) nucm-1: 3197, 2974, 1726, 1493, 1444, 1148, 701. High Performance Liquid Chromatography Column: CHIRALPAK AD Mobile phase: Hexane/2-Propanol (90/10) Flow rate: 1.0 mL/min. Detection: UV (220 nm) Temperature: 30 C Retention Time: 22.5 minutes (enantiomer 16.8 minutes)
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Trityl-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.