Electric Literature of 89-91-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 89-91-8 name is Methyl 2,2-dimethoxyacetate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Lithium hexamethyldisilane (55 mL of a 1 .OM solution in tetrahydrofuran, 55mmoles) was added to a solution of 3-acetylpyridine (5.5 mL, 50 mmoles), methyl dimethoxy acetate (6.7 mL, 55 mmoles) and anhydrous tetrahydrofuran (100 mL) with cooling at -45 C. The resulting reaction mixture was allowed to warm to 25 C over 1 hour, and stirred at this temperature for 3 hours. The reaction mixture was then concentrated under reduced pressure, and the residue was suspended in methanol (50 mL) andconcentrated under reduced pressure. The resulting residue was suspended in methanol (150 mL) and treated with hydrazine monohydrate (2.62 mL, 55 mmoles) and glacial acetic acid (6.29 mL, 110 mmoles), and the reaction mixture was heated at reflux for 14 hours. The resulting reaction mixture was cooled to 25 C and concentrated under reduced pressure. The residue was partitioned between ethyl acetate (200 mL) and iN aqueous sodiumhydroxide solution (100 mL). The layers were separated, and the organic layer was washed successively with iN aqueous sodium hydroxide solution (50 mL) and brine (50 mL), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to yield 8.83 g of the title compound as a beige solid. 1H NMR (CDC13): oe 10.5 (br s, 1H) 9.03 (d, 1H), 8.57 (dd, 1H), 8.09 (dt, 1H), 7.34(dd, 1H), 6.65 (s, 1H), 5.63 (s, 1H), 3.39 (s, 6H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2,2-dimethoxyacetate, and friends who are interested can also refer to it.
Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; CLARK, David, Alan; FRAGA, Breena, Gloriana; ZHANG, Wenming; WO2015/38503; (2015); A1;,
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