ChemicalBook CAS DataBase List 3-(4-BROMOPHENYL)PYRIDINE

3-(4-BROMOPHENYL)PYRIDINE synthesis

10synthesis methods

Product Name:3-(4-BROMOPHENYL)PYRIDINE
CAS Number:129013-83-8
Molecular formula:C11H8BrN
Molecular Weight:234.09

589-87-7

1692-25-7

129013-83-8

In a three-necked flask, p-bromoiodobenzene (28 g, 0.1 mol), pyridine-3-boronic acid (12.3 g, 0.1 mol), potassium carbonate (27.2 g, 200 mmol), tetrakis(triphenylphosphine)palladium (0.8 g), tetrahydrofuran (200 ml) and water (50 ml) were added. The reaction mixture was heated to reflux for 5 hours under nitrogen protection. After completion of the reaction, it was cooled to room temperature and filtered to remove insoluble material. The filtrate was purified by column chromatography to give 13 g of 3-(4-bromophenyl)pyridine in 56% yield.

589-87-7 Synthesis

589-87-7
537 suppliers
$10.00/1g

1692-25-7
483 suppliers
$5.00/1g

129013-83-8
139 suppliers
$20.00/100mg

Yield:129013-83-8 92%

Reaction Conditions:

with tetrakis-(triphenylphosphine)-palladium;anhydrous sodium carbonate in ethanol;water monomer;toluene; for 1.5 h;Inert atmosphere;Reflux;

Steps:

6.1 first step

In a 1000 ml reaction flask, with mechanical stirring, Ar gas protection, adding 10. 01g (molecular weight 282,0 · 0355 mol), pyridine -3-boric acid 4 · 37 g (molecular weight 123, 0.0355 mol), catalyst Pd (PPh3) 4 dosage 2 · 14g (molecular weight 1154, 0.00185mol), sodium carbonate aqueous solution 200ml (2M), toluene 200ml, ethyl 200ml. The mixture was stirred under reflux and the reaction was monitored by TLC. After 1.5 hrs of reaction, the plate was found and the reaction was found to be complete. It was cooled, extracted with ethyl acetate, evaporated to dryness and purified by column chromatography. The eluent was petroleum ether: ethyl acetate = 20:1 (V1/V2), yielding white solid 7.73 g, molecular weight 232, HPLC at 98.1% yield: 92.0%

References:

CN104513206,2019,B Location in patent:Paragraph 0082-0086

106-37-6 Synthesis