Synthetic Route of 1914-02-9,Some common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, molecular formula is C10H13N, 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 (2.1 g, 14.26 mmol) and 2-bromoethanamine hydrobromide (3.215 g, 15.69 mmol) was heated at 122 C for 15 h. The mixture was dissolved in 2M HC1 and purified by preparative HPLC to give the title compound (1.9 g). LCMS m/z = 191.4 [M+H]+; H NMR (400 MHz, CD3OD) delta ppm 1.31 (s, 6H), 3.14 (s, 2H), 3.19 (t, J = 6.1Hz, 2H), 3.33 (t, J = 6.1 Hz, 2H), 6.60 (d, J = 7.9 Hz, 1H), 6.70-6.76 (m, 1H), 7.01-7.09 (m, 2H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,3-Dimethylindoline, its application will become more common.