Category: 153171-22-3

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. 153171-22-3, name is 2-(4-Bromobenzyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Product Details of 153171-22-3

N-(4-Phthalimidomethyl)phenyl isatin A solution of 1.863 g (12.66 mmol) of isatin in 80 ml of anhydrous N,N-dimethylformamide (DMF) was treated at room temperature with 0.608 g (15.19 mmol) of sodium hydride (60% dispersion) for about 40 minutes until the formation of the hydrogen bubble ceased. Then, cuprous iodide (CuI, 5.303 g, 27.85 mmol) and 4-phthalimidomethyl bromobenzene (6 g, 18.99 mmol) were added; the reaction was allowed to stir under nitrogen at 160 C. for 16 hours. The reaction was cooled down to room temperature and mixed with 400 ml of chloroform. The resulting mixture was filtered. The filtrate was evaporated to dryness under reduced pressure and the residue was separated on a silica flash column (5 to 20% ether/toluene) to give the desired product in 1.76 g (36.4% yield). Rf: 0.2 (silica gel, 10% ether/toluene). MS (MALDI-TOF): m/z 384.437 (observed).

The synthetic route of 153171-22-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Corporation; US6165800; (2000); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 153171-22-3, name is 2-(4-Bromobenzyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(4-Bromobenzyl)isoindoline-1,3-dione

(b) The reaction mixture of 2-(4-bromobenzyl)isoindole-1,3-dione (5.01g, 15.83mmol) and H2NNH2·H2O (100%) (1.59g, 31.67mmol) in MeOH (50ml) was stirred for 1h at reflux. After cooling, MeOH was removed under reduced pressure. Concentrated HCl (20ml) was then added and the resulting mixture was stirred for 1.5h at reflux. After cooling, 2N NaOH (200ml) was added to the mixture, and the insoluble matters were removed by filtration. The filtrate was extracted with AcOEt (100ml×3). The combined organic layer was washed with H2O (100ml×1) and then brine (100ml×1), dried over Na2SO4 (anhyd), filtered, and concentrated under reduced pressure to afford 4-bromobenzylamine (2.73g, 14.65mmol, y. 93%) as a yellow oil. 1H NMR (300MHz/CDCl3) delta 3.83 (2H, s, CH2), 7.20 (2H, d, J=8.4Hz, ArH), 7.45 (2H, d, J=8.4Hz, ArH).

The synthetic route of 153171-22-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tashima, Toshihiko; Murata, Hiroaki; Kodama, Hidehiko; Bioorganic and Medicinal Chemistry; vol. 22; 14; (2014); p. 3720 – 3731;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 153171-22-3, name is 2-(4-Bromobenzyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., COA of Formula: C15H10BrNO2

To a solution of 2-(4-bromo-benzyl)-isoindole-l ,3-dione (4.1 g, 13.1 mmol, 1.0 eq) in EtOH (50 mL) was added the Nu2 Eta42Omicron (3.3 g, 65.5 mmol, 5.0 eq). The reaction mixture was stirred for 1 h at rt The solvent was evaporated and water was added, and the mixture was extracted with EtOAc. The organic layer was dried over Na2S04 and evaporated to give 4-bromo-benzylamine which was used without purified as a white solid (2.83 g, quant).

The synthetic route of 153171-22-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem