Extracurricular laboratory: Synthetic route of 5332-06-9

The synthetic route of 4-Bromobutanenitrile has been constantly updated, and we look forward to future research findings.

Application of 5332-06-9, 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. 5332-06-9, name is 4-Bromobutanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of ethyl 2-(benzylamino)acetate (50 g, 258.7 mmol) and K2C03 (71.5 g, 517.5 mmol) in MeCN (500 mL) was added 4-bromobutyronitrile (28.7 mL, 284.6 mmol)dropwise. The mixture was heated to 80 C for 12 h under a nitrogen atmosphere. After cooling to room temperature, the mixture was filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatography (petroleum ether / EtOAc = 5 : 1) to give the title compound (56 g, 83%) as light yellow oil. ?H NMR (400 IVIFIz, CDC13) 7.37 – 7.28 (m, 5H),4.18 (q, J 7.2 Hz, 2H), 3.80 (s, 2H), 3.32 (s, 2H), 2.80 (t, J= 6.4 Hz, 2H), 2.47 (t, J= 7.2 Hz,2H), 1.87 – 1.77 (m, 2H), 1.29 (t, J= 7.2 Hz, 3H).

The synthetic route of 4-Bromobutanenitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy M.; WAI, John; LAI, Kwong Wah; WANG, Fei; CHEN, Kevin X.; (351 pag.)WO2017/205538; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts