Electric Literature of 90110-98-8,Some common heterocyclic compound, 90110-98-8, name is 3-Bromo-4-(hydroxymethyl)benzonitrile, molecular formula is C8H6BrNO, 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.
LiAlH4 (34.0 mmol; 34.0 mL of a 1.0 M solution in THF) was cooled to 0 C using an ice bath then treated with MeOH (102 mmol; 26.4 mL of a 3.86 M solution in THF) dropwise over 5 min. The product of Part 3C (0.900 g, 4.24 mmol) was then added and the resulting solution warmed slowly to ambient temperature as the ice bath melted. After 16 h total reaction time, the solution was diluted with H2O (9.0 mL) and the resulting suspension filtered through a scintered glass funnel of medium porosity. The solids were exhaustively washed with H2O and Et2O then transferred to a separatory funnel and split. The aqueous layer was further washed with Et2O and EtOAc and the combined organic layers dried over Na2SO4, filtered and concentrated in vacuo to a yellow solid (0.591 g), which was used without further purification in the subsequent reaction.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-(hydroxymethyl)benzonitrile, its application will become more common.
Reference:
Patent; LANTHEUS MEDICAL IMAGING, INC.; RADEKE, Heike, S.; CESATI, Richard, R.; PUROHIT, Ajay; HARRIS, Thomas, D.; ROBINSON, Simon, P.; YU, Ming; CASEBIER, David, S.; HU, Carol, Hui; BROEKEMA, Matthias; ONTHANK, David, C.; WO2013/36869; (2013); A2;,
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