Application of 41789-95-1, The chemical industry reduces the impact on the environment during synthesis 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life.
To a stirred solution of 3-methoxy-N-methylbenzylamine (302mg, 2mmol) in CH2Cl2 (6mL) was added NaOH 50% (2mL) followed by n-tetrabutyl ammonium hydrogen sulfate (102mg, 0.30mmol). After few minutes, 5-bromothiophene-2-sulfonyl chloride (524mg, 2mmol) was added to the reaction mixture. The solution was stirred at room temperature for 5h. Water (10mL) was added to quench the reaction, followed by EtOAc (10mL). The aqueous layer was extracted twice with EtOAc (2×15mL). The organic layer was dried over MgSO4, filtered and the solution was concentrated under reduced pressure. The product was purified on silica gel (hexanes/EtOAc 80:20) to afford the desired compound as yellow oil (620mg, 82%). IR (neat): 3101, 2937, 2835, 1740, 1600, 1345cm-1. 1H NMR (CD3COCD3) delta 2.70 (s, 3H), 3.80 (s, 3H), 4.21 (s, 2H), 6.88-6.91 (m, 1H), 6.92-6.95 (m, 2H), 7.28-7.31 (m, 1H), 7.38 (d, J=4.1Hz, 1H), 7.52 (d, J=4.1Hz, 1H); 13C NMR (CD3COCD3) delta 35.0, 54.7, 55.5, 114.2, 114.7, 119.7, 121.3, 130.6, 132.5, 133.7, 138.3, 140.0, 161.0; LC-MS (ESI): 376.22, 378.65 [M]+.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(3-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Perspicace, Enrico; Cozzoli, Liliana; Gargano, Emanuele M.; Hanke, Nina; Carotti, Angelo; Hartmann, Rolf W.; Marchais-Oberwinkler, Sandrine; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 317 – 337;,
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