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Chemical Structure| 70807-22-6 Chemical Structure| 70807-22-6

Structure of 70807-22-6

Chemical Structure| 70807-22-6

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Product Details of [ 70807-22-6 ]

CAS No. :70807-22-6
Formula : C4H4NNaO
M.W : 105.07
SMILES Code : CC([CH-]C#N)=O.[Na+]
MDL No. :N/A

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Application In Synthesis of [ 70807-22-6 ]

* 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 [ 70807-22-6 ]

[ 70807-22-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 261952-16-3 ]
  • [ 70807-22-6 ]
  • [ 1420468-30-9 ]
YieldReaction ConditionsOperation in experiment
74% In N,N-dimethyl-formamide; at 0 - 40℃; for 2.5h;Inert atmosphere; To a solution of (1 -cyano-2-oxopropyl)sodium (3.5 g, 33.2 mmol) in N,N- Dimethylformamide (25 mL) stirred under nitrogen at 0C was added a solution of 1 - (bromomethyl)-2-methyl-3-(trifluoromethyl)benzene (7.0 g, 27.7 mmol) in 10 ml of DMF dropwise during 30 min. The reaction mixture was stirred at 40 C for 2 hours. Then this solution was diluted with saturated ammonium chloride solution. This solution was extracted with ethyl acetate (100 mL X 3). The combined organic layers were washed with water (30 mL) and brine (30 mL), dried, concentrated to dryness in vacuo. The crude product was purified with on a silica gel column to give 2-[2-methyl-3- (trifluoromethyl)phenyl]methyl}-3-oxobutanenitrile. (5.2 g, 74%). To a solution of 2-[2- methyl-3-(trifluoromethyl)phenyl]methyl}-3-oxobutanenitrile (5.2 g, 20.4 mmol) in ethanol (400 mL) stirred under nitrogen at 20C was added neat hydrazine monohydrate (2.25 g, 30.6 mmol) dropwise during 5 minutes. The reaction mixture was stirred at 100 C for overnight. After cooled to room temperature, the reaction mixture was evaporated to dryness in vacuo. The residue was purified on a silica gel column (methanol/DCM gradient solvent system) to provide titled product. (2.16 g, 39%); 1 H NMR (400 MHz, DMSO-c/6) δ ppm 1 .86 (s, 3 H) 2.39 (s, 3 H) 3.63 (s, 2 H) 4.30 (br. s., 2 H) 7.19 (d, J=7.58 Hz, 1 H) 7.27 (t, J=7.71 Hz, 1 H) 7.49 (s, 1 H) 1 1 .09 (br. s., 1 H)
 

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