2265-93-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2265-93-2, name is 2,4-Difluoroiodobenzene, A new synthetic method of this compound is introduced below.
To toluene 3.0mL solution of tert-butyl 2-amino-4-phenethyl benzoate 0.10g were added 2,4-difluoro-1-iodobenzene 0.10mL, cesium carbonate 0.22g, tris(dibenzylideneacetone)dipalladium(0) 3mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropyl biphenyl 8mg, and it was stirred at 110C for 24 hours. After the reaction mixture was cooled to room temperature, tris(dibenzylideneacetone)dipalladium(0) 3mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8mg were added to it, and it was stirred at 110C for 24 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate:acetic acid=20:1:1] to give tert-butyl 2-(2,4-difluoroanilino)-4-phenethylbenzoate. Trifluoroacetic acid 10mL was added to the obtained tert-butyl 2-(2,4-difluoroanilino)-4-phenethylbenzoate, and it was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, methanol was added to the obtained residue, and solid matter was filtrated to give 2-(2,4-difluoroanilino)-4-phenethylbenzoic acid 59mg of white solid. 1H-NMR(DMSO-d6) delta value: 2.82(4H,s),6.65(1H,s),6.70(1H,dd,J=8.1,1.5Hz),7.05(1H,t dd,J=8.6,2.8,1.3Hz),7.14-7.21(3H,m),7.23-7.30(3H,m),7.37(1H,ddd,J=11.1,8.9,2.8Hz),7.81(1H,d,J=8. 1Hz),9.46(1H,s),12.85-13.20(1H,broad).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; EP1860098; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com