反应详情

温度

0 °C

1,3-Dimethoxybenzene (20 g, 145 mmol) in 200 mL of dry tetrahydrofuran was cooled to -10° C. To this solution at -10° C. added nBuLi (100 mL of a 1.6M solution in Hexane, 160 mmol ) over 20 min. The reaction was then stirred for 2.5 hours at 0° C. At 0° C., propyliodide (24.65 g, 145 mmol ) was added slowly over 15 min. When the addition was complete, the reaction was allowed to warm to room temperature and stirred overnight. After stirring overnight, the reaction was refluxed for 1.5 hour then cooled to room temperature and quenched with ice. The THF was remove under vacuum, and the resulting aqueous layer was extracted several times with Et2O. The organic extract was dried over MgSO4 and filtered to give a clear oil after solvent removal (26.11 g). The oil was purified by vacuum distillation (24.0 g, 92%).

1. additionWhen the addition
2. temperatureto warm to room temperature
3. stirringstirred overnight
4. stirringAfter stirring overnight
5. temperaturethe reaction was refluxed for 1.5 hour
6. temperaturethen cooled to room temperature
7. customquenched with ice
8. customThe THF was remove under vacuum
9. extractionthe resulting aqueous layer was extracted several times with Et2O
10. extractionThe organic extract
11. dry with materialwas dried over MgSO4
12. filtrationfiltered
13. customto give a clear oil
14. customafter solvent removal (26.11 g)
15. distillationThe oil was purified by vacuum distillation (24.0 g, 92%)