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Chemical Structure| 895137-83-4 Chemical Structure| 895137-83-4

Structure of 895137-83-4

Chemical Structure| 895137-83-4

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Product Details of [ 895137-83-4 ]

CAS No. :895137-83-4
Formula : C20H21BO2
M.W : 304.19
SMILES Code : CC1(C)C(C)(C)OB(C2=CC=C3C4=CC=CC=C4C=CC3=C2)O1
MDL No. :N/A

Safety of [ 895137-83-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 895137-83-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 895137-83-4 ]

[ 895137-83-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 62162-97-4 ]
  • [ 73183-34-3 ]
  • [ 895137-83-4 ]
YieldReaction ConditionsOperation in experiment
88% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In 1,4-dioxane; at 105℃;Inert atmosphere; Under argon atmosphere, a mixture of <strong>[62162-97-4]2-bromophenanthrene</strong> (10.0 g, 38.9 mmol), bispinacolatodiboron (9.8 g, 38.9 mmol), dichloro[1,1?-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (0.953 g, 1.17 mmol), potassium carbonate (7.63 g, 78 mmol), and dioxane (200 mL) was stirred overnight at 105 C. After adding bispinacolatodiboron (2.02 g, 7.95 mmol) and dichloro[1,1?-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (0.953 g, 1.17 mmol), the mixture was stirred at 105 C. for 3 h. The reaction liquid was cooled to room temperature and purified by silica gel column chromatography to obtain the compound A6 (10.4 g, 88% yield).
78% With 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; potassium acetate; In 1,4-dioxane; at 100℃; for 18h;Inert atmosphere; Potassium acetate (11.03 g, 112 mmol),Bis (pinacol) diboron (17.12 g, 67.4 mmol),2-Bromophenanthrene (14.45 g, 56.2 mmol) and Pd(dppf)Cl2.CHCl3 complex (1.37 g, 1.686 mmol) were placed in an oven dried round bottom flask.Anhydrous dioxane (200 mL) was added and the mixture was bubbled with nitrogen for 15 min.The reaction was stirred at 100 C for 18 hours.Gas chromatography-mass spectrometry (GC-MS) analysis of the reaction mixture indicated complete conversion to the product.The reaction was cooled to room temperature and filtered to remove a base. The filtrate was concentrated in vacuo.The crude residue was partitioned between DCM and saturated NaHCO3 solution.The aqueous layer was re-extracted with DCM. The combined organics were washed sequentially with saturated aqueous NaHCO3 and brine then dried over sodium sulfate. The organics were then filtered and dried and loaded onto silica, and the mixture was purified by flash column chromatography (0-50% DCM / isohexane).4,4,5,5-tetramethyl-2-(phenanthr-2-yl)-1,3,2-dioxaborolane (13.32 g, 43.8 mmol, 78% yield) which foamed and solidified upon drying under high vacuum to give an off-white solid.
 

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