Extracurricular laboratory: Synthetic route of 2-Methylpropane-1,2-diol

According to the analysis of related databases, 558-43-0, the application of this compound in the production field has become more and more popular.

Related Products of 558-43-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 558-43-0, name is 2-Methylpropane-1,2-diol. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 (not in Accordance with the Present Invention) Synthesis of the 2-hydroxy-2-methylpropyl Acrylate Precursor Under inert gas, triethylamine (66.8 g, 91.5 mL, 0.66 mol, 1.2 eq.) and 2-methylpropane-1,2-diol (49.6 g, 0.55 mol, 1 eq.) are initially charged in 300 mL of dichloromethane and cooled to 0 C. with an ice bath. A solution of 200 mL of dichloromethane and acryloyl chloride (49.8 g, 44.5 mL, 0.55 mol, 1 eq.) is added dropwise at room temperature via a dropping funnel in the course of an hour. A colorless precipitate was gradually formed in the course of the dropwise addition. The reaction solution was warmed to room temperature overnight and then the resultant precipitate was filtered off. The reaction solution was washed twice with 100 mL of water each time and dried over MgSO4. Then, the solvent was removed in a rotary evaporator and the crude product was distilled in vacuo. Boiling point 43-44 C./7.7-8.4 10-1 mbar. This gave 50.7 g (71%) of the pure product as a colorless clear liquid, storage at 7 C., stabilized with 4-methoxyphenol. 1H NMR (CDCl3): delta=1.21 (s, 6H, CH3), 2.30 (br s, 1H, OH), 3.99 (s, 2H, CH2), 5.81 (dd, 3JH,H=10.5 Hz, 1.5 Hz, 1H) 6.12 (dd, 3JH,H=10.5 Hz, 1.7 Hz, 1H), 6.39 ppm (dd, 3JH,H=1.5 Hz, 17 Hz, 1H). 13C NMR (CDCl3): delta=26.05 (2C, CH3), 69.72 (1C, COH), 72.01 (1C, CH2), 127.99 (1C, HC?CH2), 131.19 (1C, HC?CH2), 166.08 ppm (1C, ROC?O).

According to the analysis of related databases, 558-43-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wacker Chemie AG; FRITZ-LANGHALS, Elke; (7 pag.)US2018/201633; (2018); A1;,
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