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Chemical Structure| 1086599-29-2 Chemical Structure| 1086599-29-2

Structure of 1086599-29-2

Chemical Structure| 1086599-29-2

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Product Details of [ 1086599-29-2 ]

CAS No. :1086599-29-2
Formula : C11H9BrFN
M.W : 254.10
SMILES Code : BrC1=C(C=CC(F)=C1)C2(CCC2)C#N
MDL No. :MFCD19697326

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Application In Synthesis of [ 1086599-29-2 ]

* 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 [ 1086599-29-2 ]

[ 1086599-29-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 61150-58-1 ]
  • [ 109-64-8 ]
  • [ 1086599-29-2 ]
YieldReaction ConditionsOperation in experiment
31% With potassium hydroxide;tetrabutylammomium bromide; In toluene; at 100℃; for 2h; Add potassium hydroxide (8.39 g, 150 mmol) and tetrabutylamine bromide(0.3 g, catalytic) to a solution of <strong>[61150-58-1]2-<strong>[61150-58-1](2-bromo-4-fluorophenyl)acetonitrile</strong></strong> (4 g, 18.69 mmol) and 1,3-dibromopropane (4.15 g, 20.5 mmol) in toluene (20 mL). Stir it at 100 0C temperature for 2 h. Dilute the mixture with water and extract with ethyl acetate. Wash the organic layer with 1 N HCl and aqueous saturated sodium chloride. Dry over magnesium sulfate. Remove the organic solvent to give the crude product.Distill to give l-(2-bromo-4-fluorophenyl)cyclobutanecarbonitrile (boiling point 110- 120 C/0.3 Torr.) (1.5 g, 31 %). MS (GC) m/z 253 [M]+.Add 6 mL of HCl saturated methanol to the above solid and stir overnight. Evaporate the solvent to dry. Add NaHCO3 (1 M, 30 mL) and ether (20 mL). Stir for 15 min. Separate the organic layer and extract the aqueous layer with ether. Combine the ether solution and remove the solvent. Dissolve the residue in methanol (10 mL) and KOH (1.5 g) and stir over the weekend. Remove methanol and add water (30 mL). Extract with ethyl acetate and then acidify the aqueous layer with HCl. Extract the acidic solution with ethyl acetate, dry over MgSO4, and remove the solvent to give the title compound (1.0 g, 24 %). MS (ES) m/z 271 [M-I]".
 

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