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[ CAS No. 564483-18-7 ]

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Chemical Structure| 564483-18-7
Chemical Structure| 564483-18-7
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Product Details of [ 564483-18-7 ]

CAS No. :564483-18-7 MDL No. :MFCD04117682
Formula : C33H49P Boiling Point : 569.8°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :476.72 g/mol Pubchem ID :11155794
Synonyms :

Safety of [ 564483-18-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 564483-18-7 ]

  • Upstream synthesis route of [ 564483-18-7 ]
  • Downstream synthetic route of [ 564483-18-7 ]

[ 564483-18-7 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 21524-34-5 ]
  • [ 16523-54-9 ]
  • [ 583-53-9 ]
  • [ 564483-18-7 ]
YieldReaction ConditionsOperation in experiment
89%
Stage #1: With n-butyllithium In tetrahydrofuran at 0℃; for 1 h; Inert atmosphere
Stage #2: at 0℃; for 1 h; Inert atmosphere
Under the protection of nitrogen, 200 ml of THF and 31g of 2, 4, 6-tri-isopropyl-bromobenzene was added to 1L three-mouth bottle. The temperature was cooled down to 0 °C, and 46 ml of 2.5M n-butyl lithiumwas added dropwise. The reaction was continued for 1 hour after the addition. At 0 °C, 24.6g O-dibromobenzene was added dropwise. The reaction was continued for 1 hour after the addition. At0 °C, 42 ml of 2.5M n-butyl lithiumwas added dropwise to the reaction liquid.After the addition, the reaction was continued for 1 hour. 26.7g of dicyclohexyl phosphine was added dropwise, and the temperature was naturally warmed to react at room temperature for 2 hours. 200 ml saturated ammonium chloride aqueous solution was added dropwsie to the reaction liquid under the ice bath to quench the reaction. After phase separation, the organic phase was precipitated, and methanol was added for crystallization. Byfiltering, 44.5g white product of 2’-dicyclohexyl phosphino-2, 4, 6-tri-isopropyl biphenyl was obtained, with a yield of 89percent.
Reference: [1] Patent: CN105273006, 2016, A, . Location in patent: Paragraph 0069; 0070
  • 2
  • [ 16523-54-9 ]
  • [ 564483-18-7 ]
YieldReaction ConditionsOperation in experiment
90%
Stage #1: at 0℃; for 1 h;
Stage #2: at 20℃; for 2 h;
At 0 °C,42 ml of 2.5M n-butyl lithium was added dropwise to the reaction liquid. After the addition, the reaction was continued for 1 hour.26.7g of dicyclohexyl phosphine was added dropwise, and the temperature was naturally warmed to react at room temperature for 2 hours. 200 ml saturated ammonium chloride aqueous solution was added dropwsie to the reaction liquid under the ice bathto quench the reaction.After phase separation, the organic phase was precipitated,and methanol was added for crystallization. Byfiltering,45g white product of 2’-dicyclohexyl phosphino-2, 4, 6-tri-isopropyl biphenyl was obtained, with a yield of 90percent.
Reference: [1] Patent: CN105273006, 2016, A, . Location in patent: Paragraph 0059
  • 3
  • [ 694-80-4 ]
  • [ 21524-34-5 ]
  • [ 16523-54-9 ]
  • [ 564483-18-7 ]
Reference: [1] Journal of the American Chemical Society, 2003, vol. 125, # 22, p. 6653 - 6655
[2] Chemistry - A European Journal, 2011, vol. 17, # 39, p. 10828 - 10831
[3] Organic Process Research and Development, 2004, vol. 8, # 6, p. 1065 - 1071
  • 4
  • [ 694-80-4 ]
  • [ 21524-34-5 ]
  • [ 100384-03-0 ]
  • [ 564483-18-7 ]
Reference: [1] Chemistry - A European Journal, 2011, vol. 17, # 39, p. 10828 - 10831
  • 5
  • [ 13078-80-3 ]
  • [ 564483-18-7 ]
  • [ 1028206-56-5 ]
Reference: [1] Journal of the American Chemical Society, 2008, vol. 130, # 21, p. 6686 - 6687
  • 6
  • [ 13078-80-3 ]
  • [ 14267-08-4 ]
  • [ 917-54-4 ]
  • [ 564483-18-7 ]
  • [ 1028206-56-5 ]
Reference: [1] Journal of the American Chemical Society, 2008, vol. 130, # 21, p. 6686 - 6687
  • 7
  • [ 3375-31-3 ]
  • [ 90-41-5 ]
  • [ 564483-18-7 ]
  • [ 1310584-14-5 ]
Reference: [1] Journal of the American Chemical Society, 2010, vol. 132, # 40, p. 14073 - 14075
  • 8
  • [ 564483-18-7 ]
  • [ 1445085-55-1 ]
YieldReaction ConditionsOperation in experiment
92% at 20℃; for 0.75 h; Inert atmosphere A 300-mL round-bottomed flask equipped with a stir bar and rubber septum was charged with μ-OMs dimer 3 (11.92 g, 15.25 mmol, 0.50 eq) and XPhos (14.52 g, 30.5 mmol, 1.00 eq). The flask was evacuated under vacuum and backfilled with argon (this procedure was repeated twice), after which THF (120 mL) was added. The reaction mixture was stirred at room temperature for 45 min. After removal of 90percent of the solvent under vacuum the product was precipitated from pentane to afford the title compound as an off-white solid as the 1:1 THF complex. THF could be removed by dissolving the solid in DCM and reprecipitating with pentane. Yield: 25.5 g, 92percent. FIG. 7. [0295] FIG. 8 tabulates the percent yield of various precatalysts formed using the procedures outlined above.
Reference: [1] Patent: US2013/331566, 2013, A1, . Location in patent: Paragraph 0294
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