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. 3469-00-9 name is Methyl Diphenylacetate, 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. 3469-00-9
2.1 Methyl 2-(cyclohex-2-enyl)-2,2-diphenylacetate (1) Lithium di-isopropylamide (LDA) was generated in situ by slow addition of n-BuLi (1.65 mL, 1.6 mol/L, 2.65 mmol, 1.3 equiv.) to the solution of di-isopropylamine (371 mg, 2.87 mmol, 1.2 equiv.) in THF (4 mL) and stirred for 0.5 h at -78 C. Methyl diphenylacetate (500 mg, 2.21 mmol) in THF (5 mL) was added slowly over 1 h at the same temperature and stirred for an additional 1 h. 3-Bromocyclohexene (391.3 mg, 2.431 mmol, 1.1 equiv.) was added slowly to the reaction mixture, allowed to warm up at room temperature freely and stirred for 24 h. Quenched with aqueous HCl (5 mL, 1 mol/L), stirred and partitioned between H2O (10 mL) and CH2Cl2 (3 *20 mL), the organic layer was combined, dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified by column chromatography with EtOAc/n-hexane (1/20, v/v) afforded 1 as a clear colorless oil (500 mg, 86%) which was crystallized from n-hexane. 1H NMR (400 MHz, CDCl3): delta 7.29-7.26 (m, 10 H, 2Ph-H), 5.67-5.62 (m, 2H, 2′,3′-H), 3.81 (m, 1H, 2-H), 3.62 (s, 3H, Me), 1.88-1.01 (m, 6H, 4′,5′,6′-H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl Diphenylacetate, and friends who are interested can also refer to it.
Reference:
Article; Sohail, Muhammad; Wang, Yao-Feng; Wu, Shao-Xiang; Zeng, Wei; Guo, Ji-Yi; Chen, Fu-Xue; Chinese Chemical Letters; vol. 24; 8; (2013); p. 695 – 698;,
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