反应详情

温度

60 °C

4-(2-phenylacetyl) morpholine (0.410 g, 2.0 mmol) was dissolved in C6H6 (5 mL) under a nitrogen atmosphere and then triethoxysilane (0.92 mL, 5.0 mmol) and titanium (IV) isopropoxide (0.03 mL, 0.1 mmol) were added. The reaction mixture was heated to 60° C. for 15 hours. The C6H6 was removed in vacuo and the resulting cream colored solid was dissolved in warm (60° C.) hexane (3 mL). The hexane solution was cooled to room temperature, and cream colored crystals appeared in the flask. The recrystallization flask was put in an acetone-filled dewar, which was cooled to -78° C. overnight. The hexane solution was decanted from the cream colored crystals which were dried in vacuo, and 0.38 g of product was collected, although 1H NMR showed the presence of a silicon byproduct. The material was dissolved in 3 mL of warm hexane (60 ° C.) and slowly cooled to room temperature. The hexane was decanted and the product was dried in vacuo to produce 0.24 g (63% yield) of 4-(2-phenylethenyl) morpholine as a cream colored solid.

1. customThe C6H6 was removed in vacuo
2. dissolutionwas dissolved
3. temperaturein warm (60° C.) hexane (3 mL)
4. temperatureThe hexane solution was cooled to room temperature
5. additionfilled dewar, which
6. temperaturewas cooled to -78° C. overnight
7. customThe hexane solution was decanted from the cream colored crystals which
8. dry with materialwere dried in vacuo, and 0.38 g of product
9. customwas collected, although 1H NMR
10. dissolutionThe material was dissolved in 3 mL of warm hexane (60 ° C.)
11. temperatureslowly cooled to room temperature
12. customThe hexane was decanted
13. customthe product was dried in vacuo