Electric Literature of 19155-24-9,Some common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-one, molecular formula is C10H11NO, 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.
PREPARATION 1; 5-(2-Chloroacetvl)-3w3-dimethvl-1 3-dihvdroindol-2-one; A 12.5 L 4-neck flask equipped with a mechanical stirrer, reflux condenser and two stoppers and heating mantle, was charged with AICI3 (633.29 g, 4.75 mol), 2 L of carbon disulfide and chloroacetyl chloride (87 mL, 1.09 mol) and this was stirred at room temperature (rt) during the portionwise addition of 3, 3-dimethyl-1, 3-dihydro- indol-2-one (123.5 g, 0.766 mol). This mixture was then heated to reflux for 3 hours, then cooled overnight. The solvent was decanted and the reaction was quenched with addition of ice and water (8 L). The suspension was stirred vigorously for 1.5 hours, followed by filtration. The solids were washed with water (4.2 L) and then dried overnight in a vacuum oven at 50 degrees Celsius (°C) (192.19 g of 5- (2- chloroacetyl)-3, 3-dimethyl-1, 3-dihydroindol-2-one). 29.54 g of this material was taken up in hot acetone and purified by flash chromatography (250 g silica gel) eluting with acetone which provided >96percent pure 5-(2-chloroacetyl)-3, 3-dimethyl-1, 3- dihydroindol-2-one by HPLC. Yield = 15.54 g (52percent); MS (APCI), (M + 1) + = 238. Anal. calculated for C12H12CINO2 : C, 60.64 ; H, 5.09 ; N, 5.89. Found: C, 61.04 ; H, 5.15 ; N, 5.38percent.
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-Dimethylindolin-2-one, its application will become more common.