These common heterocyclic compound, 59-48-3, name is Indolin-2-one, 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. Computed Properties of C8H7NO
EXAMPLE I 5-acetyl-2-indolinone 171 g (1.28 mol) of aluminium chloride are cooled in 500 ml of 1,2-dichloroethane in the ice bath. Then 78 g (1.1 mol) acetyl chloride are added dropwise, so that the temperature does not exceed 10 C. After 1 h 71.3 g (0.53 mol) 2-indolinone (1,3-dihydro-indol-2-one) are added in 4 batches and the temperature is kept at 10-12 C. The reaction mixture is allowed to come up to ambient temperature slowly overnight. Then the solution is slowly added to 1 kg of ice with vigorous stirring. The slurry is with diluted 1 l water and stirred for another 30 min. Then the precipitate is suction filtered. Yield: 80.9 g (86.3% of theory) Rf=0.36 (silica gel, ethyl acetate/cyclohexane/methanol 9:9:2) C10H9NO2 (MG=175.19) Mass spectrum: m/z=174 (M-H)-
The synthetic route of Indolin-2-one has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/203104; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem