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ChemicalBook CAS DataBase List 2-(Dicyclohexylphosphino)biphenyl

2-(Dicyclohexylphosphino)biphenyl synthesis

8synthesis methods

Product Name:2-(Dicyclohexylphosphino)biphenyl
CAS Number:247940-06-3
Molecular formula:C24H31P
Molecular Weight:350.48

2052-07-5 Synthesis

2052-07-5
381 suppliers
$16.30/1g

829-84-5
145 suppliers
$24.19/1g

247940-06-3
276 suppliers
$6.00/1g

Yield:247940-06-3 81%

Reaction Conditions:

with bis(η3-allyl-μ-chloropalladium(II));potassium hydroxide in water at 100;Inert atmosphere;

Steps:

General procedure for the C-P cross coupling

General procedure: A mixture of L1 (0.05 or 0.10 mmol of P), [PdCl(η3-C3H5)]2 (0.025mmol), arylhalides (0.55 mmol) and dicyclohexylphosphine (0.50 mmol) in 20 M KOH aqueous solution (0.5-1.0 mL) under nitrogen atmosphere was shaken for several hours at 100 °C. The mixture was cooled and filtered. After being cooled, the reaction mixture was filtered and the aqueous filtrate was extracted with degassed toluene (2 mL x 2 times). Recovered catalyst resin beads were extracted with degassed toluene (2 mL x 4 times). The combined extract was dried over anhydrous Na₂SO₄ and concentrated in vacuo to give a crude residue. The residue was purified by silica-gel flash chromatography to give an aryl dicyclohexylphosphine 3. Chromatographic purification was carried out with the YAMAZEN medium pressure liquid chromatograph system using degassed eluent (n-hexane/Et2O = 10/0-9/1).

References:

Hirai, Yoshinori;Uozumi, Yasuhiro [Synlett,2017,vol. 28,# 20,p. 2966 - 2970] Location in patent:supporting information