反应详情

To a suspension of 6-hydroxy-3,4-dihydroisoquinolin-1(2H)-one (1.60 g, 9.81 mmol) and Et3N (1.37 mL, 0.992 g, 9.81 mmol) in CH2Cl2 (100 mL) was added triflic chloride (1.65 g, 9.81 mmol). After 2 h of stirring, H2O (100 mL) was added and the mixture was extracted with CH2Cl2 (3×100 mL), dried (MgSO4), concentrated and purified via column chromatography to yield 1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl trifluoromethanesulfonate (1.70 mg, 59% yield) as a colorless solid. 1H NMR (400 MHz, CDCl3): δ8.19 (d, J=8.4 Hz, 1H), 7.27 (dd, J=8.4, and 2.4 Hz, 1H), 7.19 (d, J=2.4 Hz, 1H), 6.58 (brs, 1H), 3.64 (dt, J=6.8, and 2.4 Hz, 2H), 3.08 (t, J=6.6 Hz, 2H); MS (ESI) m/z: 296.0 (M+H+).

1. extractionthe mixture was extracted with CH2Cl2 (3×100 mL)
2. dry with materialdried (MgSO4)
3. concentrationconcentrated
4. custompurified via column chromatography