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4'-(BROMOMETHYL)-[1,1'-BIPHENYL]-4-CARBONITRILE synthesis

4synthesis methods
154493-59-1 Synthesis
4-(4-Cyanophenyl)benzyl alcohol

154493-59-1
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Yield:50670-51-4 92.82%

Reaction Conditions:

with phosphorus tribromide in dichloromethane at 0 - 20;

Steps:

38

Intermediate 38: 4'-(bromomethyl)-4-biphenvlcarbonitrile; To a solution of 4'-(hydroxymethyl)-4-biphenylcarbonitrile (Intermediate 36, 1.49 g, 7.2 mmol) in CH2CI2 (4OmL) cooled in a ice bath, was added dropwise PBr3 (solution 1 M/CH2CI2, 3.56 ml_, 0.5 equiv.). The mixture was stirred at 00C for 30 minutes, then at room temperature for 1 hour and then poured into water. After extraction with CH2CI2, the organic phase was dried over sodium sulfate and concentrated under reduced pressure. The title compound was obtained as a cream solid (1.8 g, yield: 92.82%). LC/MS: (M+H)= 273, Rt= 3.53min

References:

WO2010/15652,2010,A2 Location in patent:Page/Page column 47