As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 52351-75-4 name is 6-Methoxyindoline-2,3-dione, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 52351-75-4
A mixture of NaH (11.3 mmol, 2.0 eq) and ylide salt (11.3 mmol, 2.0 eq) was stirred at 0 C for 1h under N2 protection. Then 6-methoxyindoline-2,3-dione (5.6 mmol, 1.0 eq) was added and the mixture was stirred under 80 C for 2h. The resulting solution was poured into satd.aq. NH4Cl, and the organic layer was separated and dried over Na2SO4. The solvent was removed under reduced pressure and the product was dissolved in CH3CN, follwed by DMAP (11.3 mmol, 2.0 eq), (Boc)2O (11.3 mmol, 2.0eq) were added, the mixture was stirred under room temperature for 20 min. The crude product product was also obtained after the solvent was removed under reduced pressure and then dissloved in EA and stirred with Pd/C (20% w/w) under H2 condition for 4h under room temperature. The mixture was filtered and purified by silica gel chromatography (petroleum ether/ethyl acetate = 8/1-5/1) to afford the product 1t.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Methoxyindoline-2,3-dione, and friends who are interested can also refer to it.
Reference:
Article; Jin, Qiaowen; Zheng, Changwu; Zhao, Gang; Zou, Gang; Tetrahedron; vol. 74; 30; (2018); p. 4134 – 4144;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem