反应详情

To a mixture of 6-bromo-1,2,3,4-tetrahydro-isoquinoline (10.60 g, 50 mmol) and t-butyl bromoacetate (9.95 g, 51 mmol, 1.02 eq.) in acetonitrile (100 ml) are added sodium carbonate (10.6 g, 100 mmol, 2.0 eq.) and NaI (375 mg, 2.5 mmol, 0.05 eq.). The resulting mixture is stirred at rt for 16 hr. Water (100 ml) is added to quench the reaction, and the acetonitrile is evaporated. The residue is extracted with EtOAc (100 ml×3), and the combined organic phase is dried over sodium sulfate and concentrated. The residue is purified by silica gel flash chromatography (EtOAc/hexane, 1:4) to give the title compound. MS (+VE) m/z 326.10 (M++1).

1. customto quench
2. customthe reaction
3. customthe acetonitrile is evaporated
4. extractionThe residue is extracted with EtOAc (100 ml×3)
5. dry with materialthe combined organic phase is dried over sodium sulfate
6. concentrationconcentrated
7. customThe residue is purified by silica gel flash chromatography (EtOAc/hexane, 1:4)