反应详情

温度

-78 °C

A solution of 1-benzyl-1H-1,2,3-benzotriazole (750 mg, 3.6 mmol) in tetrahydrofuran (36 mL) was cooled to −78° C. and treated with n-butyllithium (2.8 mL, 1.6 M in hexanes) dropwise. The reaction mixture was stirred at −78° C. for 10 min and 4-bromomethyl-biphenyl (1.0 g, 4.1 mmol) in tetrahydrofuran (4 mL) was added dropwise. The reaction mixture was stirred at −78° C. for 1 h, quenched with sat. ammonium chloride (100 mL), and extracted with ethyl acetate (150 mL). The organic layer was separated and washed with brine (50 mL), dried with sodium sulfate, filtered, and concentrated to a white solid. This material was triturated with diethyl ether (2×50 mL) to yield the desired product (1.12 g, 83%). LCMS found for C26H22N3 (M+H)+: m/z=376.

1. stirringThe reaction mixture was stirred at −78° C. for 1 h
2. customquenched with sat. ammonium chloride (100 mL)
3. extractionextracted with ethyl acetate (150 mL)
4. customThe organic layer was separated
5. washwashed with brine (50 mL)
6. dry with materialdried with sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated to a white solid
9. customThis material was triturated with diethyl ether (2×50 mL)