New downstream synthetic route of 1758-46-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Phenoxyethylamine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1758-46-9, name is 2-Phenoxyethylamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1758-46-9, Application In Synthesis of 2-Phenoxyethylamine

General procedure: To a solution of 2-phenoxy-ethylamine (5 eq.) or 2-(2-methoxyphenoxy-)ethylamine (5 eq.) in 2-methoxyethanol(25 mL per mmol of amine) the appropriate aliphatic chloride33-39 (1 eq.) and KI (cat.) was added. The mixturewas refluxed for18-48 h and concentrated. The residue was suspended in CHCl3and washed with 1M NaOH, brine, dried over anhydrous Na2SO4and concentrated. The crude was purified by flash chromatographyto give the titled compound.4.1.2.1 2-(2,2-Diphenyl-1,3-dioxolan-4-yl)-N-(2-phenoxyethyl)ethan-1-amine (17) Pale yellow liquid (74% yield). TLC (cicloexane/EtOAc 3:7): Rf?=?0.38. 1H NMR (600?MHz, Chloroform-d) delta 1.71-1.76 (m, 1H), 1.83-1.89 (m, 1H), 1.98 (bs, 1H), 2.73-2.77 (m, 1H), 2.80-2.84 (m, 1H), 2.92 (t, J?=?5.1?Hz, 2H), 3.63 (t, J?=?7.5?Hz, 1H), 3.97 (t, J?=?5.1, 2H), 4.05 (t, J?=?7.2?Hz, 1H), 4.16-4.20 (m, 1H), 6.77-6.94 (m, 3H), 7.13-7.28 (m, 8H), 7.36-7.49 (m, 4H). 13C NMR (151?MHz, CDCl3) delta 33.65, 46.64, 48.85, 67.06, 70.02, 75.60, 114.54, 120.89, 126.20, 127.96, 128.05, 128.16, 129.48, 142.64, 158.78. MS (ESI): m/z [M + H]+: 389.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Phenoxyethylamine, and friends who are interested can also refer to it.

Reference:
Article; Franchini, Silvia; Sorbi, Claudia; Linciano, Pasquale; Carnevale, Gianluca; Tait, Annalisa; Ronsisvalle, Simone; Buccioni, Michela; Del Bello, Fabio; Cilia, Antonio; Pirona, Lorenza; Denora, Nunzio; Iacobazzi, Rosa Maria; Brasili, Livio; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 310 – 325;,
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