Synthetic Route of 7425-53-8,Some common heterocyclic compound, 7425-53-8, name is Ethyl 4-iodobutanoate, molecular formula is C6H11IO2, 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.
Ethyl 4-iodobutyrate 42 (7.00 g, 28.90 mmol) was dissolved in absolute ethanol (50.00 mL) and benzenesulfinate (6.60 g, 40.50 mmol) was added to this solution. Reaction mixture was refluxed for 12 h or until TLC indicated consumption of the starting material. The mixture was then taken up in H2O (100.00 mL) and product was extracted with diethyl ether (3 × 100.00 mL). Combined organic phase was washed with 5% NaOH (aq.) (100.00 mL), H2O (100.00 mL), and NaCl(sat. aq.) (100.00 mL), dried over Na2SO4, filtered, and solvent was removed under reduced pressure to afford title compound 43 (5.50 g, 74%). This mixture was used without further purification. 1H NMR (400 MHz, CDCl3-d) deltaH 1.23 (t, 3H, J = 7.2 Hz, CH2CH3), 1.96 – 2.13 (m, 2H, CH2CH2CH2), 2.45 (t, 2H, J = 7.1 Hz, CH2CH2), 3.12 – 3.24 (m, 2H, CH2CH2), 4.11 (q, 2H, J = 7.1 Hz, O-CH2), 7.52 – 7.63 (m, 2H, ArH), 7.67 (t, 1H, J = 7.6 Hz, ArH), 7.92 (t, 2H, J = 1.0 Hz, ArH).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-iodobutanoate, its application will become more common.
Reference:
Article; Hossain, Mohammad Anwar; Sattenapally, Narsimha; Parikh, Hardik I.; Li, Wei; Rumbaugh, Kendra P.; German, Nadezhda A.; European Journal of Medicinal Chemistry; vol. 185; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com