反应详情

To a stirred solution of methyl 4-[1-(tert-butoxycarbonyl)-2-pyrrolidinyl]methoxy-3,5-dichlorobenzoate (988 mg, 3.248 mmol) in CH2Cl2 (20 mL) was added TFA (5 mL) at 0° C., and the reaction mixture was stirred at room temp for 2 hr. The solvent was removed under a reduced pressure and the residue was treated with 1N NaOH. The solution was extracted with CHCl3. The extract was washed with brine, dried over Na2SO4, and concentrated under a reduced pressure to afford 672 mg (68%) methyl 3,5-dichloro-4-(2-pyrrolidinyl)methoxybenzoate as a pale yellowish oil. 1H-NMR (400 MHz, CDCl3) δ1.62-1.69 (m, 1H), 1.78-1.86 (m, 2H), 1.89-199 (m, 1H), 2.92-2.98 (m, 1H), 3.04-3.09 (m, 1H), 3.55-3.60 (m, 1H), 3.91 (s, 3H), 4.01 (dd, J=6.8, 8.8 Hz, 1H), 4.08 (dd, J=4.9, 8.8 Hz, 1H), 7.97 (s, 2H); MS (FAB) m/z 304 (M++1).

1. customThe solvent was removed under a reduced pressure
2. additionthe residue was treated with 1N NaOH
3. extractionThe solution was extracted with CHCl3
4. washThe extract was washed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated under a reduced pressure