Benzyl Alcohol → (2-Benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)carbamic acid benzyl ester

Participants

Reaction Steps

To a mixture of 2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid (300 mg), triethylamine (98 μl) and toluene (6.0 ml) was added diphenylphosphorylazide (257 μl) at room temperature with stirring, and the mixture was stirred at room temperature for 1 hr. and at 80° C. for 1 hr. After cooling the reaction mixture, benzyl alcohol (86 μl) was added, and the mixture was further stirred at 80° C. for 12 hrs. After cooling the reaction mixture, the solvent was evaporated and the residue was purified by medium pressure preparative LC (hexane/ethyl acetate=9/1-1/1) to give (2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)carbamic acid benzyl ester as a colorless oil.

Provenance & Evidence