The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.
3-But-3-ynyl-1,3-oxazolidin-2-one (25). A flask was charged with 2-oxazolidinone (1.721 g, 19.17 mmol), tetrabutylammonium bromide (715 mg, 2.20 mmol), potassium carbonate (19.09 g, 138 mmol) and toluene (90 mL). 3-Butynyl-1-tosylate (24) (11.72 g, 52.26 mmol) was added. After the resulting mixture was stirred at 100 C. for 4 h, more tosylate 24 (10.62 g, 47.35 mmol) was added. After stirring overnight, more potassium carbonate (7.52 g, 54.41 mmol) and tosylate 24 (11.94 g, 53.24 mmol) were added. The resulting mixture was stirred at 105 C. for 5.5 h, and potassium carbonate (10.00 g, 72.35 mmol) and tosylate 24 (11.312 g, 50.44 mmol) were added. The mixture was heated at 105 C. overnight, and more tosylate 24 (10.70 g, 47.71 mmol) and potassium carbonate (9.29 g, 67.22 mmol) were added. The mixture was heated to reflux for another 5 h and then cooled to room temperature. Water was added to quench the reaction. The mixture was extracted ethyl acetate (4¡Á200 mL). The organic solution was washed with brine, dried over Na2SO4 and concentrated to afford a residue, which was purified by column chromatography on silica gel (40 g), eluting with EtOAc-hexanes (0-30%), to afford the product 25 as an oil (2.197 g) in 83% yield. IR (KBr film) 3286, 2919, 2118, 1744, 1485, 1429, 1366, 1271, 1236, 1093, 1042, 970, 763 cm-1; 1H NMR (300 MHz, CDCl3) delta 4.32 (t, J=7.8 Hz, 2H), 3.70 (t, J=7.8 Hz, 2H), 3.42 (t, J=6.6 Hz, 2H), 2.45 (dt, J=2.7 Hz, J=6.6 Hz, 2H), 2.00 (t, J=2.7 Hz, 1H); 13C NMR (75 MHz, CDCl3) delta 157.9, 80.6, 70.0, 61.5, 44.5, 42.5, 17.4; ESIMS m/z (rel intensity) 139.98 (100). Anal. (C7H9NO2) C, H, N.
The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; PURDUE RESEARCH FOUNDATION; US2008/300288; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem