反应详情

温度

60 °C

To a solution of tert-butyl 9,10-dichloro-6-(2-ethoxy-2-oxoethyl)-1,4,5,6-tetrahydroazepino[4,5-b]indole-3(2H)-carboxylate (1.5 g, 3.4 mmol) in THF (15 mL), a solution of KOH (25 mg, 4.4 mmol) dissolved in H2O (10 mL) was added and heated to 60° C. The reaction was cooled to rt after 2 h. The reaction was made acidic with 10% aqueous HCl and extracted with EtOAc (3×30 mL). The combined organic extracts were washed with brine, dried over Na2SO4, decanted, and the crude acid was concentrated: 1H NMR (300 MHz, DMSO) δ 13.11 (br s, 1H), 7.43 (d, J=8.8 Hz, 1H), 7.23 (d, J=8.7 Hz, 1H), 5.04 (s, 2H), 3.62 (m, 4H), 2.93 (m, 2H), 1.41 (s, 9H); HRMS (FAB) calcd for C19H22Cl2N2O4+H 413.1035, found 413.1050.

1. additionwas added
2. temperatureThe reaction was cooled to rt after 2 h
3. extractionextracted with EtOAc (3×30 mL)
4. washThe combined organic extracts were washed with brine
5. dry with materialdried over Na2SO4
6. customdecanted
7. concentrationthe crude acid was concentrated