反应详情

A mixture of methyl 4-oxo-4-(2,4,6-trimethoxyphenyl)butanoate (200 mg; 0.70 mmol; 1.0 equiv.), (4-(trifluoromethoxy)phenyl)methanamine (677 mg; 3.54 mmol; 5.0 equiv.), acetic acid (472 mg; 7.86 mmol; 11.1 equiv.), and NaBH3CN (93 mg; 1.41 mmol; 2.0 equiv.) in anh. THF (1.5 ml), and anh. MeOH (1.5 ml) was refluxed, under nitrogen, for 24 h. After cooling to rt, 15% aq. NaOH was added, and the organic solvents were removed under reduced pressure. The residue was extracted with DCM, and the mixed organic layers were washed with brine, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (DCM/MeOH=50/1) afforded 1-(4-(trifluoromethoxy)benzyl)-5-(2,4,6-trimethoxyphenyl)pyrrolidin-2-one as a colorless oil. LC-MS (conditions D): tR=1.08 min.; [M+H]+: 425.72 g/mol.

1. temperaturewas refluxed, under nitrogen, for 24 h
2. customthe organic solvents were removed under reduced pressure
3. extractionThe residue was extracted with DCM
4. washthe mixed organic layers were washed with brine
5. dry with materialdried over anh. MgSO4
6. filtrationfiltered
7. concentrationconcentrated to dryness under reduced pressure
8. customPurification by FC (DCM/MeOH=50/1)