Some common heterocyclic compound, 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 41789-95-1
To a solution of 3-methoxy-A/-methylbenzylamine (302 mg, 2 mmol) in CH2CI2 (6 ml) was added NaOH 50% (2 ml) under stirring followed by tetrabutyl ammonium hydrogen sulphate (102 mg, 0.30 mmol). After few minutes, 5-bromothiophene-2- sulfonyl chloride (524 mg, 2 mmol) was added to the reaction mixture. The solution was stirred at rt for 5 h, then water (10 ml) was added to quench the reaction followed by ethyl acetate (10 ml). The aqueous layer was extracted twice with ethyl acetate. The organic layer was dried over MgS04, filtered and concentrated under reduced pressure. The product was purified on silica gel (n-hexane/ethyl acetate 8 : 2) afforded the desired compound as yellowish oil (620 mg, 82%); IR (cm 1) : 3101, 2937, 2835, 1740, 1600, 1345; lH N MR (CD3COCD3) : 2.70 (s, 3H), 3.80 (s, 3H), 4.21 (s, 2H), 6.88 – 6.91 (m, 1 H), 6.92 – 6.95 (m, 2H), 7.28 – 7.31 (m, 1 H), 7.38 (d, J = 4.05 Hz, 1 H), 7.52 (d, J = 4.05 Hz, 1 H); 13C N M R (CD3COCD3) : 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.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41789-95-1, its application will become more common.
Reference:
Patent; UNIVERSITAeT DES SAARLANDES; HARTMANN, Rolf; MARCHAIS-OBERWINKLER, Sandrine; XU, Kuiying; WERTH, Ruth; WO2012/117097; (2012); A1;,
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