Application of 41252-96-4, 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. 41252-96-4 name is 2-Chloro-1-iodo-4-nitrobenzene, 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.
(Step 1) Microflow system consisting of two T-type micromixers (M1, M2), two microtube reactors (R1, R2) and three tube precooling units (P1 (inner diameter ?=1 mm, length L=100 cm), P2 (?=1 mm, L=50 cm) and P3 (?=1 mm, L=100 cm)) was cooled to -20C. A solution (flow rate: 6.0 mL/min) of 2-chloro-1-iodo-4-nitrobenzene (2835 mg, 10 mmol) in THF (100 mL) and 0.4M phenyllithium in dibutyl ether and THF mixed solution (100 mL, 40.00 mmol) (flow rate: 2.25 mL/min) were introduced into M1 (?=0.5 mm) using syringe pump. The reaction solution was passed through R1 (?=1 mm, L=25 cm), and 0.6M chlorotrimethylsilane THF solution (100 mL, 60.00 mmol) (flow rate: 3.0 mL/min) was mixed in M2 (?=1 mm). The reaction solution was passed through R2 (?=1 mm, L=100 cm). After the reaction reached the static state, the solution containing a product was poured into water. The mixture was extracted with ethyl acetate, the organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 0?5% ethyl acetate/hexane) to give (2-chloro-4-nitrophenyl)trimethylsilane (780 mg, 3.40 mmol, 34.0%) as a white solid. 1H NMR(300 MHz,DMSO-d6):delta0.40(9H,s),7.78(1H,d,J=8.3 Hz),8.13-8.17(1H,m),8.20(1H,d,J=2.3 Hz).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-1-iodo-4-nitrobenzene, and friends who are interested can also refer to it.
Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; FUKASE, Yoshiyuki; FUKUMOTO, Shoji; ODA, Tsuneo; TOKUHARA, Hidekazu; ISHII, Naoki; SASAKI, Yusuke; (255 pag.)EP3018123; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com