反应详情

To a solution of 3,4-(methylenedioxy)aniline (9.0 g), and 9-iodopropane (5.9 mL) in methanol (100 mL) was added triethylamine (8.2 mL). The mixture was refluxed for 50 h, and then concentrated in vacuo. The residue was taken with 1:1 hexane/EtOAc (180 mL), washed with water and brine, dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by chromatography (3:1 hexane/EtOAc) to yield the title compound as an oil (10.1 g, 85%). 1H NMR (CDCl3): 6.64 (d, J=8.3, 1H), 6.23 (d, J=2.2, 1H), 6.03 (dd, J=2.2, 8.3, 1H), 5.85 (s, 2H), 3.51 (m, 1H), 3.19 (br s, 1H), 1.18 (d, J=6.1, 6H).

1. temperatureThe mixture was refluxed for 50 h
2. concentrationconcentrated in vacuo
3. washwashed with water and brine
4. dry with materialdried over Na2SO4
5. customThe solvent was removed in vacuo
6. customthe residue was purified by chromatography (3:1 hexane/EtOAc)