Application of 3-(4-Bromophenyl)-3-oxopropanenitrile

The chemical industry reduces the impact on the environment during synthesis 3-(4-Bromophenyl)-3-oxopropanenitrile. I believe this compound will play a more active role in future production and life.

Reference of 4592-94-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4592-94-3, name is 3-(4-Bromophenyl)-3-oxopropanenitrile, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3-(4-bromophenyl)-3-oxopropanenitrile (1.0 g, 4.5 mmol) in THF (89 mL) was heated to reflux. Borane-THF complex (13 mL of 1 M solution, 13 mmol) was added dropwise. After 3.5 h the mixture was cooled to room temperature, then MeOH (20 mL) was added. The volatiles were evaporated to give a white residue, which was then dissolved in MTBE. The clear solution was treated with a 1 M ethereal HCl solution. The solvents were evaporated and the residue was partitioned between water and DCM. The organic phase was set aside. The aqueous phase was neutralized with a 50% aqueous sodium hydroxide solution, and then extracted with DCM (thrice). The combined organic phase was washed with brine and dried over sodium sulfate. The solvent was evaporated to give the title compound in impure form as a colorless oil (0.85 g) which was used without further purification. Exact mass calculated for C9H12BrNO: 229.0, found: LCMS m/z = 230.3 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 3-(4-Bromophenyl)-3-oxopropanenitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/58300; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts