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.3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, molecular weight is 106.1204, as common compound, the synthetic route is as follows.name: 1,2,4-Butanetriol
Synthesis of 2,2-Dilinoleyl-4-(2-hydroxyethyl)[1,3]-dioxolane (II) A mixture of dilinoleyl ketone (I, previously prepared as described in Example 1, 527 mg, 1.0 mmol), 1,3,4-butanetriol (technical grade, ca. 90%, 236 mg, 2 mmol) and pyridinium p-toluenesulfonate (50 mg, 0.2 mmol) in 50 mL of toluene was refluxed under nitrogen overnight with a Dean-Stark tube to remove water. The resulting mixture was cooled to room temperature. The organic phase was washed with water (2*30 mL), brine (50 mL), and dried over anhydrous Na2SO4. Evaporation of the solvent resulted in a yellowish oily residual (0.6 g). The crude product was purified by column chromatography on silica gel (230-400 mesh, 100 mL) with dichloromethane as eluent. This afforded 0.5 g of pure II as colourless oil. 1H NMR (400 MHz, CDCl3) delta: 5.25-5.48 (8H, m, 4*CH=CH), 4.18-4.22 (1H, m, OCH), 4.08 (1H, dd, OCH), 3.82 (2H, t, OCH2), 3.53 (1H, t, OCH), 2.78 (4H, t, 2*C=C-CH2-C=C), 2.06 (8H, q, 4* allylic CH2), 1.77-1.93 (2H, m, CH2), 1.52-1.68 (4H, m, 2*CH2), 1.22-1.45 (32H, m), 0.86-0.94 (6H, t, 2*CH3) ppm.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,3068-00-6, 1,2,4-Butanetriol, and friends who are interested can also refer to it.
Reference:
Patent; Protiva Biotherapeutics, Inc.; US2011/195127; (2011); A1;,
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