Some common heterocyclic compound, 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, molecular formula is C4H8I2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 1-Iodo-2-(2-iodoethoxy)ethane
Potassium carbonate (304 mg, 2.2 mmol) was added to a solution of 3b (76 mg, 0.22 mmol) and 2-iodoethyl ether (33 mg, 0.1 mmol) in MeCN (5 mL) and the mixture was stirred at reflux for 3 days. The reaction mixture was cooled, poured into water (50 mL) and the product extracted into CH2Cl2 (3×20 mL). The combined organic layer was washed with brine (15 mL), dried (Na2SO4), and the solvent removed in vacuo. The crude product was purified by radial chromatography (EtOAc/hexane=1:4-1:1) to give 10 (0.039 g, 51.3%) as a 1:1 mixture of diastereomers; white solid; IR (KBr) 2930, 2876, 1663 cm-1; 1H NMR (200 MHz, CDCl3) delta 7.96-7.76 (m, 4H), 7.72-7.29 (m, 16H), 5.07-4.83 (m, 4H), 3.55-3.19 (m, 8H), 2.72-2.48 (m, 2H), 2.48-2.27 (m, 2H), 2.26-1.94 (m, 4H), 1.94-1.66 (m, 4H); 13C NMR (50 MHz, CDCl3) delta 162.0, 136.3, 135.1, 134.0, 131.0, 129.7, 128.8, 128.7, 128.5, 76.7, 75.9, 72.0, 71.7, 66.4, 66.3, 50.6, 33.9, 25.9, 20.3. Anal. Calcd for C40H44N2O9S2·H2O: C, 61.68; H, 5.95; N, 3.60. Found: C, 61.47; H, 5.90; N, 3.31.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 34270-90-1, its application will become more common.
Reference:
Article; Liu, Yuan; Jacobs, Hollie K.; Gopalan, Aravamudan S.; Tetrahedron; vol. 67; 12; (2011); p. 2206 – 2214;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com