Reference of 954-81-4,Some common heterocyclic compound, 954-81-4, name is N-(5-Bromopentyl)phthalimide, molecular formula is C13H14BrNO2, 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.
To a suspension of compound 9 (12.0 g, 40.5 mmol) and potassium carbonate (14.0 g, 101 mmol) in THF (150 mL) was added dropwise an excess of a dimethylamine aqueous solution (26% wt) (39 mL, 202.5 mmol) and the reaction mixture was refluxed for 24 h. After cooling, the solution was filtered and the precipitate was washed with THF (200 mL). After concentration under reduced pressure, the filtrate afforded a biphasic residue that was decanted. The oily layer was separated to yield a first fraction of compound 13a. The remaining aqueous layer was extracted with EtOAc (2 × 75 mL), the organic extracts were combined, dried over MgSO4, filtered and evaporated under vacuum to afford a supplementary fraction of compound 13a. The two fractions (6.95 g, 34.0 mmol) were combined and engaged directly in the next step without further purification. Yield 84%.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N-(5-Bromopentyl)phthalimide, its application will become more common.
Reference:
Article; Ghedira, Donia; Voissiere, Aurelien; Peyrode, Caroline; Kraiem, Jamil; Gerard, Yvain; Maubert, Elise; Vivier, Magali; Miot-Noirault, Elisabeth; Chezal, Jean-Michel; Farhat, Farhat; Weber, Valerie; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 51 – 67;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem