Electric Literature of 5339-85-5 , The common heterocyclic compound, 5339-85-5, name is 2-(2-Aminophenyl)ethanol, molecular formula is C8H11NO, 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.
2-(Aminophenyl)ethanol(11, 2.4 g, 20 mmol, 1.0 equiv) was dissolved in CH2Cl2(40 mL, abs.) and cooled to 0 C. Pyridiniumchlorochromate(PCC, 13, 6.5 g, 30 mmol, 1.5 equiv) was added in small portions.The mixture was kept at 0 C for 1 h and then stirred for 4 h at room temperature. Silica was added to the mixture and the solvent was evaporated. Purification was performed by distillation. Yield 71.9%. 1H NMR (500 MHz, DMSO) d 6.60(s, 2H), 6.66 (d, J = 8.1 Hz, 1H), 6.73-6.77 (m, 1H), 7.27-7.32(m, 1H), 7.45 (d, J = 8.2, 1H), 9.89 (s, 1H). 13C NMR (126 MHz,DMSO) d 115.5, 116.2, 118.4, 134.9, 135.5, 149.3, 193.1.C7H7NO. MS (ESI+): m/z 122.6 (4.5, (M+H)+), 144.6 (100,(M+Na)+). (agrees with28)
The synthetic route of 5339-85-5 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Merk, Daniel; Gabler, Matthias; Gomez, Roberto Carrasco; Flesch, Daniel; Hanke, Thomas; Kaiser, Astrid; Lamers, Christina; Werz, Oliver; Schneider, Gisbert; Schubert-Zsilavecz, Manfred; Bioorganic and Medicinal Chemistry; vol. 22; 8; (2014); p. 2447 – 2460;,
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