ChemicalBook CAS DataBase List 3-BENZYLPYRIDINE

3-BENZYLPYRIDINE synthesis

8synthesis methods

Product Name:3-BENZYLPYRIDINE
CAS Number:620-95-1
Molecular formula:C12H11N
Molecular Weight:169.22

626-55-1 Synthesis

626-55-1
538 suppliers
$5.00/5 / G

1666-17-7
67 suppliers
$21.00/1g

620-95-1
87 suppliers
$45.00/250mg

Yield:620-95-1 75%

Reaction Conditions:

with palladium diacetate;caesium carbonate;tricyclohexylphosphine tetrafluoroborate in isopropyl alcohol;toluene at 80; for 12 h;Inert atmosphere;Schlenk technique;

Steps:

Palladium-Catalyzed Reductive Coupling Reaction for the Synthesisof Diarylmethanes; 4-Benzyl-1,1′-biphenyl (3a); Typical Procedure3
General procedure: Under an argon atmosphere, Pd(OAc)2 (3.3 mg, 0.015 mmol, 5 mol%),PCy3·HBF4 (22.1 mg, 0.06 mmol, 20 mol%), benzaldehyde N-tosylhydrazone1a (99 mg, 0.36 mmol), 4-bromo-1,1′-biphenyl (2a; 70 mg,0.3 mmol), and Cs2CO3 (195 mg, 0.6 mmol) were successively addedto a flame-dried 25 mL Schlenk flask. The reaction flask was degassedthree times with argon. Then anhyd toluene (2.7 mL) and i-PrOH (0.3mL) were added with a syringe. Note that the aryl bromide in oil formwas added to the reaction flask prior to i-PrOH. The reaction washeated at 80 °C with stirring for about 12 h, then it was cooled to r.t.,and filtered through a short pad of neutral alumina with EtOAc (25mL) as eluent. Solvent was then removed in vacuo to leave a crudemixture, which was purified by silica gel column chromatography(eluent: PE) to give 3a3d as a white solid (59 mg, 80%)

References:

Xia, Yamu;Hu, Fangdong;Xia, Ying;Liu, Zhenxing;Ye, Fei;Zhang, Yan;Wang, Jianbo [Synthesis,2017,vol. 49,# 5,art. no. SS-2016-H0531-OP,p. 1073 - 1086]

FullText

5424-19-1 Synthesis