Research on new synthetic routes about 34683-73-3

Statistics shows that 34683-73-3 is playing an increasingly important role. we look forward to future research findings about 1-Chloro-6-iodohexane.

34683-73-3, name is 1-Chloro-6-iodohexane, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 34683-73-3

5-(7-Chloroheptyl)-3-methyl-isoxazole (VIII) 21.0 g (0.216 mol) of 3,5-dimethylisoxazole (VII) (prepared in accordance with the method of C. Kashima et al., Bull. Chem. Soc. Jap. 46, 310, 1973) are dissolved in 200 ml of absolute tetrahydrofuran, the solution is cooled to -80 C. and 160 ml of n-butyllithium (1.35M solution in n-hexane, 0.216 mol) are added dropwise at this temperature in the course of 40 minutes. The mixture is stirred at a temperature below -75 C. for a further 15 minutes. The reaction mixture is then added dropwise to a solution of 53.5 g (0.217 mol) of 1-iodo-6-chlorohexane (prepared in accordance with the method of W. F. Huber, J. Am. Chem. Soc. 73, 2730, 1951) in 150 ml of absolute tetrahydrofuran so that the temperature does not rise above -60 C. When the addition has ended, the mixture is stirred at -60 C. for a further 15 minutes and allowed to warm to room temperature. The reaction mixture is partitioned between methylene chloride and 0.2N HCl, the aqueous phase is extracted three more times with methylene chloride and the combined organic phases are dried over sodium sulfate and evaporated. The crude product (about 45 g) is distilled in portions in a bulb tube (air bath temperature 80 C./0.2 mbar). Yield: 26.9 g of a yellowish oil.

Statistics shows that 34683-73-3 is playing an increasingly important role. we look forward to future research findings about 1-Chloro-6-iodohexane.

Reference:
Patent; Chemie Linz Akteingesellschaft; US4812472; (1989); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com