Synthetic Route of 117635-21-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 117635-21-9 as follows.
In the dry box the mixture of boronic acid pinacol ester,4, (6.44g, 18.55mmol), 1 ,4-dibromo-2,5-dihexylbenzene (3.75g, 9.27mmol), Aliquat 336 (0.8g), and Pd(PPh3) (0.536g, 0.464mmol) in degassed toluene (l OOmL) was prepared. Outside dry box, the degassed Na2CO3 (2.95g, 27.83mmol in 50 ml_ of water) solution was added to the former mixture under nitrogen, and then the resultant mixture was stirred at 90C for 38hrs. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over anhydrous MgSO4. Filtration, concentration of the filtrate, and then the silica column chromatography (0-4% ethyl acetate in hexane) provided the desired product (3.62g, 60% yield) as a white solid. This diboc-protected material was deprotected by the overnight reaction at room temperature with TFA solution (4ml_ of TFA in 30ml_ of DCM). The reaction mixture was concentrated under reduced pressure followed by the neutralization with saturated NaHCO3. Ethyl acetate extraction, drying over anhydrous MgSO4, concentration of the organic layer under reduced pressure, then silica column chromatography (30% ethyl acetate in hexane) provided the desired diamine material,8, (2.5g, 99% yield).
According to the analysis of related databases, 117635-21-9, the application of this compound in the production field has become more and more popular.
Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; PARK, Kyung-Ho; RADU, Nora, Sabina; JOHANSSON, Gary, A.; FENNIMORE, Adam; DELANEY, William, J.; LECLOUX, Daniel, David; WO2011/159872; (2011); A1;,
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