Related Products of 1914-02-9, These common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A mixture of 3,3-dimethylindoline (204 mg, 1.386 mmol), ethyl 2-bromobutanoate (1.023 mL, 6.928 mmol), and potassium carbonate (603 mg, 4.363 mmol) in 4 mL CH3CN was stirred at 100C (oil bath) for 23 h. The mixture was extracted with 2 M HCl and CH2C12. Organic phases were concentrated and the residue was purified by preparative HPLC. Fractions containing product were partly concentrated and the residue was extracted with 1 M NaHC03and CH2C12. Organic phases were dried over MgS04, filtered, and concentrate to give ethyl 2-(3,3-dimethylindolin-l-yl)butanoate (254 mg) as an oil. LCMS m/z = 261.8 [M+l]+; NMR (400 MHz, CDC13) delta ppm 1.03 (t, J = 7.4 Hz, 3H), 1.17 (t, J = 7.1 Hz, 3H), 1.25 (s, 3H), 1.34 (s, 3H), 1.79-2.00 (m, 2H), 3.23 (d, J = 8.4 Hz, 1H), 3.41 (d, J = 8.4 Hz, 1H), 4.00-4.13 (m, 3 H), 6.41 (d, J = 7.8 Hz, 1H), 6.63-6.67 (m, 1H), 6.98-7.05 (m, 2H).
The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.