(1-Hydroxyethyl)ferrocene, cas is 1277-49-2, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,1277-49-2
Under an inert atmosphere, to a solution of alcohol 3 (2.00 g, 8.69mmol) and DMAP (53.1 mg, 0.43 mmol) in anhydrous CH 2 Cl 2 (20 mL)was added dropwise Et 3 N (3.64 mL, 26.1 mmol) at 0 C, followed byaddition of methanesulfonyl chloride (0.45 mL, 9.14 mmol). The reac-tion mixture was then stirred at r.t. for 4 h. The reaction wasquenched by addition of 5% solution of NaHCO 3 (40 mL), and the mix-ture was extracted with CHCl 3 (3 ¡Á 100 mL). Collected organic layerswere washed with brine (100 mL), dried over Na 2 SO 4 , filtrated, andsolvent was removed under reduced pressure to afford the crudeproduct. The crude product was purified by chromatography on Al 2 O 3(hexanes/EtOAc, 9:1; R f = 0.8) to afford target product 4.Yield: 1.59 g (86%); yellow-orange solid; mp 50-52 C (lit. 15 51-52 C).IR (ATR): 1623, 1408, 1103, 1045, 998, 894, 810, 726, 517, 477, 446cm -1 .1 H NMR (600 MHz, CDCl 3 ): delta = 6.46 (dd, J = 17.4, 10.7 Hz, 1 H), 5.34 (d,J = 17.5 Hz, 1 H), 5.03 (d, J = 10.7 Hz, 1 H), 4.36 (s, 2 H), 4.21 (s, 2 H),4.11 (s, 5 H).13 C NMR (151 MHz, CDCl 3 ): delta = 134.7, 111.1, 83.7, 69.3, 68.7, 66.8.HRMS (ESI): m/z calcd for [M + H + ] C 12 H 13 Fe + : 213.0367; found:213.0359.Obtained spectral data are in agreement with those of the commer-cially available product.
1277-49-2 is used more and more widely, we look forward to future research findings about (1-Hydroxyethyl)ferrocene
Reference£º
Article; Plevova, Kristina; Mudrakova, Brigita; ?ebesta, Radovan; Synthesis; vol. 50; 4; (2018); p. 760 – 763;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
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