Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol. A new synthetic method of this compound is introduced below., category: alcohols-buliding-blocks
(a) 1,17-Diazido-3,6,9,12,15-pentaoxaheptadecane A solution of dry hexaethylene glycol (25 g, 88 mmol) and methanesulfonyl chloride (22.3 g, 195 mmol) in dry THF (125 mL) was kept under argon and cooled to 0 C. in an ice/water bath. A solution of triethylamine (19.7 g, 195 mmol) in dry THF (25 mL) was added dropwise over 45 min. After 1 hr the cooling bath was removed and the reaction was stirred for another for 4 hrs. Water (55 mL) was then added to the mixture, followed by sodium hydrogencarbonate (5.3 g, to pH 8) and sodium azide (12.7 g, 195 mmol). THF was removed by distillation and the aqueous solution was refluxed for 24 h (two layers were formed). The mixture was cooled, ether (100 mL) was added and the aqueous phase was saturated with sodium chloride. The phases were separated and the aqueous phase was extracted with ether (4*50 mL). The combined organic phases were washed with brine (2*50 mL) and dried (MgSO4). Filtration and evaporation of the solvent gave a yellow oil 26 g (89%). The product was used in the next step without further purification.
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Reference:
Patent; GE HEALTHCARE LIMITED; Engell, Torgrim; Grigg, Julian; Mantzilas, Dimitrios; (18 pag.)US2016/22847; (2016); A1;,
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