Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, A new synthetic method of this compound is introduced below., SDS of cas: 2058-72-2
To a sol. of 5-bromo-1-methyl-1 H-indole- 2,3-dione (3.60 g, 15.0 mmol) in THF (100 mL) are added sequentially at rt trifluoromethyl)trimethylsilane (4.43 mL, 30.0 mmol) and CsF (91.1 mg, 0.60 mmol). The resulting sol. is stirred at rt overnight. The mixture is quenched with cold water (100 mL). The mixture is extracted with EtOAc (3 x 100 mL). The comb. org. layers are washed with brine (100 mL), dried over MgS04, filtered, and the solvents are removed under reduced pressure. Purification of the residue by automated FC (Combiflash, column 80 g, flow 60 mL/min, EtOAc / heptane 0:100 ? 20:80) yields the tri methyl si lyl -protected product. To a sol. of this isolated compound in MeOH (50 mL) is added aq. 2M HCI (40 mL). The resulting sol. is stirred at rt for 2 h. The reaction is diluted with CH2CI2 (100 mL). The layers are separated and the aq. phase is extracted with CH2CI2 (2x 50 mL). The comb. org. layers are washed with brine (1 x 50 mL), dried over MgS04, filtered, and the solvents are removed under reduced pressure to yield the crude title product. LC-MS: tR = 0.79 min (conditions 3).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; ACTELION PHARMACEUTICALS LTD; SIEGRIST, Romain; HEIDMANN, Bibia; STAMM, Simon; GATFIELD, John; BEZENCON, Olivier; WO2015/186056; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem