With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.23783-42-8, name is 2,5,8,11-Tetraoxatridecan-13-ol, molecular formula is C9H20O5, molecular weight is 208.25, as common compound, the synthetic route is as follows.SDS of cas: 23783-42-8
A THF solution (200 mL) of H(OCH2CH2)4OMe (12 g, 60 mmol) and a stir bar was placed in a threenecked flask (500 mL). NaH (60%, dispersion in Paraffin Liquid, 2.9 g, 72 mmol) was added to the solution, and the mixture was stirred at room temperature for 30 min. Allyl bromide (6.2 mL, 72 mmol) was slowly added to the resulting mixture at the same temperature with vigorous stirring. The solution was stirred overnight, and the remaining NaH and NaBr were filtered off. The obtained filtrate was concentrated to dryness in vacuo. The residue was dissolved in water (500 mL) and extracted with hexane (200 mL3) and then dichloromethane (200 mL3). The resulting organic layer was dried with MgSO4 and then further dried under vacuum to afford the title compound 1d as a colorless oil (14 g, 55 mmol, 92%) 1d: 1H NMR (600 MHz, C6D6): delta 5.82 (m, CH2CHCH2O, 1H), 5.23 (m, CH2CHCH2O, 1H), 5.01 (m, CH2CHCH2O, 1H), 3.82 (m, CH2CHCH2O, 2H), 3.50-3.43 (m, CH2, 12H), 3.42-3.40 (m, CH2, 2H), 3.34 (m, CH2, 2H), 3.12 (s, OCH3, 3H). 13C{1H} NMR (150 MHz, C6D6): 135.7, 115.9, 72.4, 72.1, 71.07, 71.04 (3), 71.0, 70.9, 70.0, 58.6. HRMS (ESI): m/z calcd for [C12H24O5Na]+ (M+Na): 271.1516; found 271.1506.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,23783-42-8, 2,5,8,11-Tetraoxatridecan-13-ol, and friends who are interested can also refer to it.
Reference:
Article; Inomata, Koya; Naganawa, Yuki; Guo, Haiqing; Sato, Kazuhiko; Nakajima, Yumiko; Tetrahedron Letters; vol. 60; 41; (2019);,
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