Synthetic Route of 52914-23-5, 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. 52914-23-5 name is 2-(4-Iodophenyl)ethanol, 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.
A solution of N,N(-bis(tert-butoxycarbonyl)-S-methylisothiourea (937 mg, 3.2 mmol), triphenylphosphine (5.0 g, 18 mmol) and 2-[(4-iodophenyl)ethyl]alcohol (1a, 800 mg, 3.2 mmol) were stirred in anhydrous THF (16 mL) at room temperature under nitrogen atmosphere. DIAD (3.8 ml, 18 mmol) was slowly added to reaction mixture and reaction was stirred at room temperature for 24 h. The reaction mixture was filtered through a Celite pad with washing CH2Cl2 and the solvent was removed under reduced pressure. The residue was purified by flash column chromatography (silica gel, 5% ethyl acetate in hexane) to afford the product 2 (1.1 g, 66%) as a colorless oil; 1H NMR (400 MHz, CDCl3) (7.61 (d, J = 8.4 Hz, 2H), 6.98 (d, J = 8.0 Hz, 2H), 3.72-3.64 (m, 2H), 2.96-2.88 (m, 2H), 2.37 (s, 3H), 1.51 (s, 9H), 1.48 (s, 9H); 13C NMR (100 MHz, CDCl3) (162.7, 158.0, 151.8, 138.2, 137.7, 131.1, 91.8, 82.7, 82.1, 50.1, 34.9, 28.2, 28.1, 15.8; HRMS (FAB) calcd for C20H30IN2O4S (M+) 521.0971, found 521.0966.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Iodophenyl)ethanol, and friends who are interested can also refer to it.
Reference:
Article; Jang, Keun Sam; Lee, Sung-Sik; Oh, Young-Ho; Lee, Sang Hee; Kim, Sang Eun; Kim, Dong Wook; Lee, Byung Chul; Lee, Sungyul; Raffel, David M.; Journal of Fluorine Chemistry; vol. 227; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com