反应详情

To a solution consisting of 7-nitro-1,2,3,4-tetrahydroisoquinolin-1-one (2.0 g, 10.4 mmol) in tetrahydrofuran (300 mL) was added sodium hydride (500 mg, 60% suspension in oil, 12.5 mmol). To the resulting mixture was added methyl bromoacetate (1.1 mL, 11 mmol). After 3 hours, ethyl acetate (20 mL) was added followed by water (25 mL). The solution was concentrated and the resulting oil was partitioned between ethyl acetate and water (1:1,200 mL). The layers were separated and the organic layer was washed successively with water (1×100 mL) and brine (1 ×100 mL). The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated. The residue was treated with ethyl acetate and a solid formed. The solution was filtered to give the title compound (1.6 g, 55% yield).

1. concentrationThe solution was concentrated
2. customthe resulting oil was partitioned between ethyl acetate and water (1:1,200 mL)
3. customThe layers were separated
4. washthe organic layer was washed successively with water (1×100 mL) and brine (1 ×100 mL)
5. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. additionThe residue was treated with ethyl acetate
9. customa solid formed
10. filtrationThe solution was filtered