Application of 6276-54-6, 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 6276-54-6 as follows.
To a solution of phenol A4 (80 mg, 0.22 mmol, 1.0 equiv) indry CH3CN (4 mL) was added tetrabutylammonium hydrogen sulfate (16.0 mg, 0.05 mmol, 0.21 equiv) and powdered NaOH (32 mg, 0.80 mmol, 3.6 equiv). This mixture was then allowed to stir at room temperature for 30 minutes, at which point 1-Amino-3-chloropropane hydrochloride (58 mg, 0.45 mmol, 2.0 equiv) was added to the solution. The mixture was then placed in an oil bath that had been preheated to 55 C, and was allowed to stir at this temperature for 14 hours.Following determination of reaction completion by TLC and LCMS analysis, the solution was then removed from the oil bath and allowed to cool to room temperature. Upon cooling, the mixture was diluted with EtOAc (20 mL) prior to the addition of H20 (10 mL), which served to dissolve all of the inorganic solids present. Following separation of the layers, the aqueous layer was extracted with EtOAc (20 mL). The organic layer was then washed with brine (10 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was then purified through flash column chromatography (12 g silica gel cartridge, 0-100% EtOAc/Hexanes, followed by 0-20% MeOHICH2C12, and desired product eluted during 20%MeOH, to yield the desired product (65.0 mg, 70%) as a yellow solid. ?H NIVIR (400 MHz,CHLOROFORM-d) 7.13 (d, J= 8.52 Hz, 2H), 6.85 (d, J = 8.52 Hz, 2H), 3.96-4.13 (m, 2H),2.94 (t, J = 6.70 Hz, 2H), 2.67-2.89 (m, 1H), 2.20 -2.28 (m, 2H), 2.09 -2.15 (m, 1H), 1.91 -2.04 (m, 8H), 1.66 – 1.86 (m, 12H), 1.50 – 1.66 (m, 1H), 1.22 – 1.49 (m, 2H); 13C NMR (100IVIHz, CHLOROFORIVI-d) 157.4, 138.1, 127.8, 114.5, 111.5, 109.3, 76.8, 66.0, 42.5, 41.2,39.3, 36.9, 36.6, 36.5, 35.0, 35.0, 34.9, 34.9, 34.3, 33.2, 32.7, 27.0, 26.6, 23.7; MS (ESI)calculated for C25H36N04 [M + H] m/z 414.26, found 414.17
According to the analysis of related databases, 6276-54-6, the application of this compound in the production field has become more and more popular.
Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; TALUKDER, Poulami; RENSLO, Adam, Robert; BLANK, Brian, Richard; MUIR, Ryan, Keith; EVANS, Michael, John; (270 pag.)WO2019/5977; (2019); A1;,
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