Related Products of 89521-55-1, These common heterocyclic compound, 89521-55-1, name is 3-(Benzyloxy)benzene-1,2-diamine, its 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.
To a stirred solution of 3-(benzyloxy)benzene-1,2-diamine 4g (4.67 mmol) in xylenes (10 mL), 2-(4-hydroxyphenyl) acetic acid (9.34 mmol) and boric acid (0.46 mmol) were added. The resulting solution was refluxed for 48 h. After cooling to room temperature, the reaction was concentrated under reduced pressure and diluted with EtOAc. The organic phase was washed with saturated NaHCO3 solution, dried over anhydrous Na2SO4 and then concentrated under reduced pressure. The residue was purified by flash silica gel (230-400 mesh) column chromatography to afford the title compounds 6g. Yield 22%; White solid; mp 105-109 C; IR (neat) 3400-2600 (br., peak), 2921, 2850, 1594, 1515, 1442, 1245, 1172,1098, 1022, 837, 784, 732; 1H NMR (300 MHz, Methanol-d4) delta 7.46-7.57 (m, 2H), 7.26-7.40 (m, 3H), 7.06-7.14 (m,4H), 6.75-6.80 (m, 1H), 6.68-6.74 (m, 2H), 5.23 (s, 2H),4.08 (s, 2H); 13C NMR (100 MHz, Methanol-d4) delta 157.7,155.3, 149.1, 138.9, 131.0, 129.7, 129.4, 129.2, 129.1,124.1, 116.8, 116.7, 108.8, 105.7, 71.6, 35.2; HRMS (ESI) Calcd for C21H18N2O2 [M + H]+ 331.1446, found 331.1471.
The synthetic route of 89521-55-1 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Boggu, Pulla Reddy; Venkateswararao, Eeda; Manickam, Manoj; Kim, Youngsoo; Jung, Sang-Hun; Archives of Pharmacal Research; vol. 40; 4; (2017); p. 469 – 479;,
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