反应详情

温度

67 °C

1 (101.798 g, 0.514 mol), benzyl chloride (258 mL, 2.242 mol), KI (25.304 g, 0.140 mol), K2CO3 (664.270 g, 4.806 mol), and 1.3 L DMF were combined in a 5-L 3-neck round-bottom flask, yielding a mixture of dark brown solution and undissolved solid. The flask was fitted with a reflux condenser and mechanical stirrer, and placed in a heating mantle. The reaction mixture was heated at 67° C. for 3 d and filtered. The dark brown, clear filtrate was rotovapped to ˜400 mL of opaque, brown, viscous oil, which was dissolved in ˜600 mL DCM. The opaque, brown solution was filtered and extracted with water (5×500 mL). A small amount of brine was used to break up emulsions. The organic layer was dried with MgSO4 and rotovapped to ˜250 mL of dark brown oil. This oil was purified by silica column chromatography (0-5% MeOH in DCM) to yield a hardened brown oil (48%).

1. customyielding
2. additiona mixture of dark brown solution
3. customThe flask was fitted with a reflux condenser and mechanical stirrer
4. filtrationfiltered
5. dissolutionbrown, viscous oil, which was dissolved in ˜600 mL DCM
6. filtrationThe opaque, brown solution was filtered
7. extractionextracted with water (5×500 mL)
8. dry with materialThe organic layer was dried with MgSO4
9. customThis oil was purified by silica column chromatography (0-5% MeOH in DCM)