反应详情

A mixture of 4′-methoxy-biphenyl-4-carboxylic acid (10.68 g, 46.8 mmol), prepared in the previous step, triethylamine (6.52 mL, 46.8 mmol) and diphenylphosphoryl azide (10.08 mL, 46.8 mmol) in 200 mL of tert-butyl alcohol was refluxed under nitrogen for 7 h and then stood overnight at room temperature. The tert-butyl alcohol was removed under reduced pressure. The residue was dissolved in methylene chloride, extracted with 1 N HCl, 1 N NaOH, dried (MgSO4) and the solvent removed under reduced pressure to give tert-butyl 4′-methoxy-4-biphenylcarbamate (11.1 g, 79%) as a white solid, mp 142-147° C., MS (ESI) m/z 300 [M+H]+. Elemental Analysis for C18H21NO3: Calc'd: C, 72.22; H, 7.07; N, 4.68; Found: C, 71.25; H, 6.92; N, 4.74.

1. temperaturewas refluxed under nitrogen for 7 h
2. customThe tert-butyl alcohol was removed under reduced pressure
3. dissolutionThe residue was dissolved in methylene chloride
4. extractionextracted with 1 N HCl, 1 N NaOH
5. dry with materialdried (MgSO4)
6. customthe solvent removed under reduced pressure