反应详情

To a round bottom flask were added (S)-5,5-dimethyl-4-phenyloxazolidin-2-one (commercially available from Sigma-Aldrich, Milwaukee, Wis.) (1.717 g, 8.98 mmol), methyl 4-iodobenzoate (commercially available from Sigma-Aldrich, Milwaukee, Wis.) (2.353 g, 8.98 mmol), and dioxane (90 mL). Tribasic potassium phosphate (9.53 g, 44.9 mmol), and copper (I) iodide (1.710 g, 8.98 mmol) were then added to the flask. The vessel was purged with nitrogen and N,N′-dimethylethylenediamine (1.933 mL, 17.96 mmol) was added. The suspension was heated at reflux overnight yielding a tan suspension. The mixture was filtered through Celite® brand filter aid, and the filtrate was dried under reduced pressure providing (S)-methyl 4-(5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)benzoate (2.72 g, 8.36 mmol, 93% yield) as a light green oil which was used in the next step. 1H NMR (400 MHz, CDCl3) δ=7.94-7.90 (m, 2H), 7.55-7.51 (m, 2H), 7.39-7.32 (m, 3H), 7.21-7.16 (m, 2H), 5.04 (s, 1H), 3.86 (s, 3H), 1.70 (s, 3H), 1.02 (s, 3H).

1. additionwas added
2. temperatureThe suspension was heated
3. temperatureat reflux overnight
4. customyielding a tan suspension
5. filtrationThe mixture was filtered through Celite® brand
6. filtrationfilter aid
7. customthe filtrate was dried under reduced pressure