90719-32-7, (S)-4-Benzyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
90719-32-7, Example 3: Preparation of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one [Show Image] To a cold suspension (-15 C) of sodium hydride (7.12 g, 178 mmol; ?60% oil suspension) in anhydrous THF (600 mL) (S)-4-benzyloxazolidin-2-one (30.0 g, 169.3 mmol) was added portionwise. The reaction mixture was allowed to reach room temperature during 2 h and stirring was continued for 20 h, after the mixture was recooled to -15 C once more. 3-Methylbutanoyl chloride (23.48 g, 24.00 mL, 194.7 mmol) was added dropwise and the mixture was allowed to reach room temperature during 2 h, and sitirring was continued for additional 3 h. The reaction was quenched by addition of saturated aqueous solution of NaHCO3 (300 mL) and the mixture was stirred at room temperature for 30 min. The product was extracted with CH2Cl2 (3 ¡Á 400 mL). The combined organic layers were washed with saturated aqueous Na2CO3 solution (2 ¡Á 300 mL) and brine (300 mL), and dried over anhydrous Na2SO4. After removal of the solvents under reduced pressure the oily residue was recrystallized from Et2O/petrolether 1:10 (408 mL) to yield, in two crops, 37.19 g (84%) of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one as colourless crystals. 1H NMR (300 MHz, CDCl3) delta: 1.03 (d, 3H), 1.04 (d, 3H), 2.24 (m, 1H), 2.75 (dd, 1H) 2.73-2.95 (m, 1H), 3.32 (dd, 1H), 4.14-4.23 (m, 2H), 4.66-4.74 (sym m, 1H), 7.22-7.38 (m, 5H).
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Reference£º
Patent; Krka Tovarna Zdravil, D.D., Novo Mesto; EP2189442; (2010); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem