Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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. Computed Properties of C4H8I2
General procedure: Under N2 atmosphere, LHMDS (1 M in THF, 3.0 equiv) was added to a cooled solution (0 C) of tricyclic lactam (1.0 equiv) dissolved in THF (6 mL). After stirring for 1 h at 0 C, an excess of alkyl halide (3.0 equiv for methyl iodide and 5.0 equiv for ethyl iodide) was added. For the introduction of five and six membered spirocyclic rings 1,4-diiodobutane or 1,5-diiodopentane (1.0 equiv) was added at 0 C. The solution was stirred for a further 3 h at 0 C. Completion of the conversion was confirmed by TLC. Saturated NaCl solution (10 mL) was then added and the mixture was extracted with EtOAc (3 × 10 mL). The organic layer was washed with NaCl solution (10 mL) and water (10 mL) and the aqueous layer was reextracted with EtOAc (2 × 10 mL). The combined organic layers were dried (Na2SO4), filtered, and the solvent was evaporated in vacuo and the residue was purified by FC.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-21-7, its application will become more common.
Reference:
Article; Sarkar, Soumya; Schepmann, Dirk; Wuensch, Bernhard; Tetrahedron Asymmetry; vol. 22; 13; (2011); p. 1411 – 1422;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com