Application of 628-77-3, A common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, its 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.
General procedure: At room temperature and under nitrogen atmosphere, 12.5 mmol of menthol in 25 mL of THF was added dropwise to a solution containing 24.4 mmol of oil-free KH suspended in 25 mL of THF. When hydrogen evolution had ceased, the reaction mixture was cooled to -50 C and 12.5 mmol of TCE dissolved in 15 mL of THF was slowly added. Once the addition was completed, the cooling bath was removed and the solution was stirred for 1 h at room temperature. The reaction mixture was then cooled to -78 C and a freshly titrated solution of BuLi (30.0 mmol) was added dropwise. After stirring for 30 min at -78 C and 30 min at -50 C, 40.5 mmol of HMPA was added. After stirring for 15 min, the following solution was added: 25 mmol of diiodoalkane (diiodobutane or diiodopentane) in 5.4 mL of THF. The cooling bath was removed and stirred at room temperature for 24 h under nitrogen atmosphere. The solution was then treated with 15 mL of water. The layers were separated. The aqueous phase was extracted thrice with hexanes. The combined organic layers were successively washed with water and brine, and dried over anhydrous MgSO4. Crude product was then purified with flash chromatography using hexanes as eluent.
The synthetic route of 628-77-3 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Hanna, Rana; Daoust, Benoit; Tetrahedron; vol. 67; 1; (2011); p. 92 – 99;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com