ChemicalBook CAS DataBase List 2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl

2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl synthesis

6synthesis methods

Product Name:2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl
CAS Number:240417-00-9
Molecular formula:C26H24NP
Molecular Weight:381.45

Palladium, di-μ-chlorobis[2'-(dimethylamino-κN)[1,1'-biphenyl]-2-yl-κC]di-

119326-02-2

15475-27-1

2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl

240417-00-9

The compound (CAS:119326-02-2) (29.6 mg, 0.0510 mmol) was transferred to an argon protected 10 mL Schlenk flask. The flask was evacuated and filled with argon three times to remove air. Subsequently, anhydrous THF (3.0 mL) was added using a syringe under argon atmosphere. A THF solution (0.46 mL, 0.23 mmol) of 0.5 M LiPPh2 was slowly added dropwise under stirring for a controlled time of 5 min. During the reaction, the color of the mixture changed from yellow to dark red and finally to dark yellow. The reaction mixture was stirred under argon protection at room temperature for 18 hours. After completion of the reaction, the solvent was removed using a rotary evaporator. The crude product was dissolved in dichloromethane (0.5 mL) and purified by preparative thin layer chromatography (silica gel, unfolding reagent was benzene:acetone=10:1). The final isolation afforded the target product (S)-2-diphenylphosphino-2'-(N,N-dimethylamino)biphenyl as a light yellow liquid in 46% yield (15.6 mg).

583-55-1
478 suppliers
$7.00/5g

240417-00-9
188 suppliers
$10.00/250mg

Yield:-

Steps:

Multi-step reaction with 4 steps
1: 92 percent / NaOAc / Pd(OAc)2 / N,N-dimethyl-acetamide / 72 h / 130 °C
2: 100 percent / H₂O₂ / methanol / 1 h / 20 °C
3: 66 percent / PPh₃; K₃PO₄ / Pd(dba)2 / dioxane / 48 h / 105 °C
4: 72 percent / trichlorosilane; triethylamine / toluene / 120 °C

References:

Baillie, Colin;Xiao, Jianliang [Tetrahedron,2004,vol. 60,# 19,p. 4159 - 4168]