Electric Literature of 496-12-8,Some common heterocyclic compound, 496-12-8, name is Isoindoline, molecular formula is C8H9N, 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.
General procedure: A mixture of secondary amine (1.0 mmol), calcium carbide (0.20 g, 2.5 mmol), aldehyde (3 mmol), cuprous chloride (0.01 g, 0.1 mmol) and water (0.05 mL, 3 mmol) in DMSO (3 mL) was stirred at 100 C under N2for 4 h. The reaction was monitored by TLC. After reaction completion, the resulting mixture was filtered to remove the solid, and the liquor was extracted with ethyl acetate (3 × 10 mL) and washed with saturated brine (3 × 10 mL). The resulting organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography using petroleum ether and ethyl acetate (v/v 10:1) as the eluent.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Isoindoline, its application will become more common.
Reference:
Article; Fu, Rugang; Li, Zheng; Journal of Chemical Research; vol. 41; 6; (2017); p. 341 – 345;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem