Application 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: j0444] A flame-dried 50-mE round-bottomed flask, equipped with a Teflon stir bar, was charged with 2-substituted N-aryl pyrrolidine (1 mmol, 1 equiv.), and degassed CH2C12:H20 (1:1, 25-mE). Then, sodium periodate (641.7 mg, 3.0 mmol, 3.0 equiv.) was added to the phenol solutionand the reaction was stirred for 4 h. Then, the reaction mixture was quenched by the addition of NaHSO4 (10 mE, 10% by weight aqueous solution), and the phases were separated, and the aqueous phase was washed with CH2C12 (3×20 mE). The organic fraction was dried over Mg504, filtered and concentrated in vacuo to afford a crude residue, which was purified using flash column chromatography (silica gel with 15% EtOAc in hexanes as eluant) to afford a white powder in 95% isolated yield.
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:
Patent; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY; LUMB, JEAN-PHILIP; ESGUERRA, KENNETH V.N.; (118 pag.)US2017/66711; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem