反应详情

To an ice-cold solution of (7-fluoro-1-oxo-1,2,3,10-tetrahydro-azepino[3,4-b]indol-5-yl)-acetic acid (0.99 g, 3.6 mmol) and triethylamine (0.36 g, 3.6 mmol) in dry DMF (10 mL) was added in dropwise a solution of diphenylphosphoryl azide (0.99 g, 3.6 mmol), in DMF (5 mL) over a period of 2 h. After removal of the cooling bath, the mixture was stirred at room temperature for 12 h. It was poured into ice and the precipitate therefore formed was collected by vacuum filtration, which appeared to be the title compound (0.10 g). Extract the rest part of the mixture with ethyl acetate (20 mL×2). The organic layers were combined, washed with saturated aqueous NaHCO3, brine, and dried over anhydrous Na2SO4. It was concentrated and the oil obtained was treated with diethyl ether to give additional title compound as a solid precipitate (0.23 g).

1. customAfter removal of the cooling bath
2. additionIt was poured into ice
3. customthe precipitate therefore formed
4. filtrationwas collected by vacuum filtration, which
5. extractionExtract the rest part of the mixture with ethyl acetate (20 mL×2)
6. washwashed with saturated aqueous NaHCO3, brine
7. dry with materialdried over anhydrous Na2SO4
8. concentrationIt was concentrated
9. customthe oil obtained