Application of 628-77-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 628-77-3 name is 1,5-Diiodopentane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Diiodopentane (0.63 mL, 4.21 mmol, 5 eq) and potassium carbonate (116 mg, 0.84 mmol, Ieq) were added to a solution of phenol 64 (400 mg, 0.84 mmol) in acetone (4 mL, dried overmolecular sieves). The reaction mixture was then warmed to 60C and stirred for 6 hours. Acetone was removed by rotary evaporation under reduced pressure. The resulting residue was subjected to flash column chromatography (silica gel; 50/50, v/v, hexane/ethyl acetate,). Pure fractions were collected and combined and excess eluent was removed to provide 15in 90% yield. LC/MS, 3.90 mm (ES+) m/z (relative intensity)670.91 ([M], 100). 1H NMR (400MHz, CDCI3) 5 7.23 (s, I H), 6.69 (s, I H), 6.60 (s, I H), 5.87 (d, J = 8.8 Hz, I H), 5.83 – 5.68(m, J = 5.6 Hz, I H), 5.15 – 5.01 (m, 2H), 4.67 -4.58 (m, I H), 4.45 – 4.35 (m, I H), 4.04 – 3.93(m, 2H), 3.91 (s, 3H), 3.73 (td, J= 10.0, 3.8 Hz, IH), 3.25-3.14 (m, J= 8.5, 7.0 Hz,2H), 2.92 (dd, J= 16.8, 10.3 Hz, IH), 2.38 (d, J= 16.8 Hz, IH), 1.95-1.81 (m, 4H), 1.77 (s,3H), 1.64-1.49 (m, 2H), 0.88 (s, 9H), 0.25 (s, 3H), 0.23 (s, 3H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Diiodopentane, and friends who are interested can also refer to it.
Reference:
Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius, Hendrikus, Cornelis; WO2015/52535; (2015); A1;; ; Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius Hendrikus Cornelis; WO2015/52534; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com