As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Aminoferrocene, and cas is 1273-82-1, its synthesis route is as follows.,1273-82-1
Aminoferrocene (0.40 g, 1.98 mmol) and acetaldehyde (0.1 mL, 1.98 mmol) were dissolved on methanol (10 mL) and refluxed for 2 h. Then, Na[B(CN)H3] (0.12 g, 1.98 mmol) dissolved in MeOH (10 mL) was slowly added. The mixture obtained was acidified with HCl (2 mL, 1 M in water) and left stirring for 30 min. Afterwards, the solvent was removed in vacuum (0.01 mbar) and the rest was mixed with triphosgene (0.59 g, 1.98 mmol) in toluene (25 mL). The suspension obtained was refluxed for 1 h, cooled down to 22C and then mixed with solution of 4-(hydroxymethyl)phenylboronic acid pinacol ester (0.46 g, 1.98 mmol) in toluene (10 mL). The resulting solution was heated to 120C and stirred at these conditions for 6 h. Then, the solvent was removed in vacuum (0.01 mbar) and the crude product was purified by column chromatography on silica gel using hexane containing 5% of acetone as eluent. Yield 0.20 g (20%). Rf= 0.5 (silica, eluent – hexane / acetone, 5/1, v/v). 1H NMR (400 MHz, acetone-d6), delta in ppm: 1.27 (t, 3H), 1.33 (s, 12H), 3.77 (q, 2H), 4.00 (s, 2H), 4.13 (s, 5H), 4.53 (m, 2H), 5.22 (s, 2H), 7.46 (d, 1 H), 7.77 (d, 2H). 13C NMR (100.55 MHz, acetone-d6), delta in ppm: 14.4, 25.3, 45.8, 62.8, 65.1, 66.9, 67.5, 69.8, 84.6, 127.8, 128.1, 135.7 (two overlapping peaks), 139.1, 141.2. FAB MS: calculated for C26H32BNO4Fe 489.2, found 489.2 m/z. C, H, N analysis: calculated for C26H32BNO4Fe – C 63.8%; H 6.6%; N 2.9%; found – C 63.8%; H 6.8%; N 2.9%. IR spectra (in KBr), wave number in cm-1: 3101, 2973, 1696, 1623.
With the complex challenges of chemical substances, we look forward to future research findings about 1273-82-1,belong iron-catalyst compound
Reference£º
Patent; Ruprecht-Karls-Universitaet Heidelberg; EP2497775; (2012); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion