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Chemical Structure| 873194-71-9 Chemical Structure| 873194-71-9

Structure of 873194-71-9

Chemical Structure| 873194-71-9

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Product Details of [ 873194-71-9 ]

CAS No. :873194-71-9
Formula : C14H21NO2
M.W : 235.32
SMILES Code : O=C(OC)C1=CC(C(C)C)=C(N)C(C(C)C)=C1

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Application In Synthesis of [ 873194-71-9 ]

* 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 [ 873194-71-9 ]

[ 873194-71-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 201230-82-2 ]
  • [ 80058-84-0 ]
  • [ 873194-71-9 ]
YieldReaction ConditionsOperation in experiment
17% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In methanol; N,N-dimethyl-formamide; at 120℃; for 16h; Into a 100-mL round-bottom flask, was placed <strong>[80058-84-0]4-bromo-2,6-diisopropylbenzenamine</strong> (2.161 g, 8.44 mmol), DMF (20 mL), MeOH (20 mL), and Pd(dppf)Cl2 (1.24 g, 1.69 mmol). The resulting solution was stirred for 16 h at 120oC under an atmosphere of CO and then diluted with 20 mL of water. The resulting solution was extracted with 3x20 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:60 to 1:40). This resulted in 341 mg (17percent) of the title compound as yellow oil. MS-ESI: 236.2 (M+1).
  • 2
  • [ 67-56-1 ]
  • [ 201230-82-2 ]
  • [ 80058-84-0 ]
  • [ 873194-71-9 ]
YieldReaction ConditionsOperation in experiment
62% With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; at 120℃;Autoclave; Into a 1-L autoclave was placed a solution of <strong>[80058-84-0]4-bromo-2,6-diisopropylbenzenamine</strong> (10 g, 39mmol) in MeOH (300 mL). To the solution were added Pd(OAc)2 (1.75 g, 7.8 mmol), dppf(4.3 g,7.8 mmol), and TEA (20 g, 195 mmol). After sealing the autoclave, the gas was exchanged with CO for 3 times. The reaction was stirred at 120°C for overnight. After cooling the reaction mixture, the gas was exchanged with N2, the reaction was concentrated and diluted with water (300 mL). The resulting solution was extracted with EtOAc (3 x 200 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue was purified on Si02-gel column and eluted with ethyl acetate/petroleum ether (1:10 to 1:5). This resulted in 5.6 g (62percent) of the title compound as a brown oil. MS-ESI: 236.2 (M+1)
 

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