反应详情

Di[p-(3-phenylpropyl)phenyl]chlorophosphine 1 (6.0 g, 13.1 mmol) was dissolved in 150 ml THF and Li (0.185 g, 26.2 mmol) was chopped directly into the reaction flask under Ar. A deep red solution was resulted in 10 min and all the lithium was consumed in 4 h. The solution was then filtered and 2,2'-dibromomethyl-1,1'-biphenyl (2.23 g, 6.5 mmol) in 20 ml THF was added dropwise with an ice-water bath. The color of the solution was slowly changed to pale yellow. The mixture was stirred for additional 10 h before the solvent was removed by vacuum. 50 ml diethyl ether was added and it was washed with 3×10 ml H2O. The ether phase was dried over MgSO4 and the solvent was then removed by vacuum. The resulting pale yellow viscous oil was purified over silica gel column. 2.3 g (69% yield) of 11 was eluted with Et2O/hexane (1/10), 11 was characterized by 1H, 13C, 31P NMR and Mass spectrometry.

1. customA deep red solution was resulted in 10 min
2. customall the lithium was consumed in 4 h
3. filtrationThe solution was then filtered
4. customwas removed by vacuum
5. addition50 ml diethyl ether was added
6. washit was washed with 3×10 ml H2O
7. dry with materialThe ether phase was dried over MgSO4
8. customthe solvent was then removed by vacuum
9. customThe resulting pale yellow viscous oil was purified over silica gel column