Synthetic Route of 38336-04-8, 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. 38336-04-8 name is 2-(Benzyloxy)-1-ethanamine, 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.
To a stirred solution of 16 (2.30 g, 7.20mmol) in toluene (45 mL) were added 2-phenylmethoxyethanamine 1717 (1.24 g, 8.19 mmol), sodiumtert-butoxide (2.09 g, 21.7 mmol), Pd2(dba)3 (336 mg, 0.367 mmol), and (S)-BINAP (547 mg, 0.879mmol). After stirring at 80 C for 19 h, the reaction mixture was cooled to room temperature and thendiluted with Et2O (20 mL). The mixture was filtered through a Celite pad and the residue was washedwith Et2O for several times. The combined filtrate was concentrated under reduced pressure, and theresidue was purified by flash silica gel column chromatography (hexane/EtOAc = 30/1) to afford 19 (2.06g, 73%) as a white solid: Rf = 0.50 (hexane/EtOAc = 10/1); 1H NMR (400 MHz, CDCl3) delta 7.43-7.27 (m,10H), 6.79-6.68 (m, 3H), 5.06 (s, 2H), 4.55 (s, 2H), 3.74 (t, J = 5.5 Hz, 2H), 3.40 (t, J = 5.5 Hz, 2H), 1.29(s, 9H); 13C NMR (125 MHz, CDCl3) delta 144.5, 144.4, 138.3, 137.8, 137.5, 128.6, 128.5, 127.9, 127.7,127.6, 113.2, 110.7, 108.3, 73.1, 70.6, 68.8, 43.7, 34.4, 31.7 ppm; IR (ATR) numax: 3386, 3063, 2966, 2859,1604, 1451, 1391, 1213, 1035, 695, 650 cm-1; HRMS (ESI) [M+H+] calcd for C26H32NO2: 390.2428,found 390.2419; mp 56.7 C.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(Benzyloxy)-1-ethanamine, and friends who are interested can also refer to it.
Reference:
Article; Matsumoto, Yuri; Nakamura, Akihiko; Saito, Emi; Nakada, Masahisa; Heterocycles; vol. 97; 1; (2018); p. 232 – 252;,
Ether – Wikipedia,
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