Analyzing the synthesis route of 33016-47-6

The synthetic route of 1-Trityl-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Related Products 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.

A suspension of 2a (0.50 g, 1.48 mmol), propyl triphenylphosphonium bromide (0.63 g, 1.63 mmol) and NaH (powered 95%, 0.05 g, 2.22 mmol) in anhydrous THF (8 mL), was stirred at rt for 8 h under Ar atmosphere. Then, the reaction mixture was quenched with saturated aqueous NaHCO3 (5 mL) solution and extracted with CH2Cl2 (3 × 15 mL). The organic layer was washed with H2O (1 × 10 mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, EtOAc/Hex 1:1) to furnish the Z-3 isomer (0.44 g) which is the sole isolated product. Yield: 81%; Rf 0.63 (EtOAc/Hex 4:1); tR 12.42 min (30% MeCN ? 100% MeCN in 30 min); ESI-MS (m/z): 123.18 [M + H], 243.26 [Tr]; 1H NMR (400 MHz, CDCl3): delta 7.64 (br s, 1H), 7.36-7.35 (m, 9H), 7.16-7.13 (m, 6H), 6.75 (br s, 1H), 6.25 (dt, 1H, J = 1.5, 11.6 Hz), 5.60 (dt, 1H, J = 7.5, 11.6 Hz), 2.28 (quint d, 2H, J = 1.7, 7.5 Hz), 1.00 (t, 3H, J = 7.5 Hz); 13C NMR (160 MHz, CDCl3): delta 141.70, 137.64, 137.15, 134.53, 129.66, 128.29, 128.18, 120.20, 119.00, 76.03, 22.55, 13.79.

The synthetic route of 1-Trityl-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Article; Agelis, George; Resvani, Amalia; Koukoulitsa, Catherine; Tumova, Tereza; Slaninova, Jirina; Kalavrizioti, Dimitra; Spyridaki, Katerina; Afantitis, Antreas; Melagraki, Georgia; Siafaka, Athanasia; Gkini, Eleni; Megariotis, Grigorios; Grdadolnik, Simona Golic; Papadopoulos, Manthos G.; Vlahakos, Demetrios; Maragoudakis, Michael; Liapakis, George; Mavromoustakos, Thomas; Matsoukas, John; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 352 – 370;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem