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Chemical Structure| 6134-79-8 Chemical Structure| 6134-79-8

Structure of 6134-79-8

Chemical Structure| 6134-79-8

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Product Details of [ 6134-79-8 ]

CAS No. :6134-79-8
Formula : C8H9NO3
M.W : 167.16
SMILES Code : C/C(C1=CC=C(O)C=C1O)=N\O
MDL No. :MFCD00043493

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Application In Synthesis of [ 6134-79-8 ]

* 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 [ 6134-79-8 ]

[ 6134-79-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6134-79-8 ]
  • [ 66033-92-9 ]
YieldReaction ConditionsOperation in experiment
86% With trifluoromethylsulfonic anhydride; In dichloromethane; at 20℃; for 4.0h;Inert atmosphere; General procedure: The desired 2-hydroxyaryl aldoxime or ketoxime (2.0 mmol) in 5 mL dry DCM was taken in an oven-dried round-bottom flask. To the reaction mixture was adde ddropwise triflic anhydride (2.0 mmol) in DCM under nitrogen for 15 min. The reaction mixture was stirred at rt and the progress of the reaction was monitored by TLC and GC-MS (Table 1). After completion of reaction, the contents were poured on tocrushed ice (100 mL), neutralized with 10% NaHCO3 solution (20 mL), and extracted with DCM (315 mL). The pure products were obtained by column chromatography with hexane-ethyl acetate mixture (80:20). All the 1,2-benzisoxazole derivatives were characterized by GC-MS, 1H and 13C NMR, and elemental analysis, and the results are compared with authentic samples.
76.4% With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20℃; for 0.25h;Cooling with ice; 2 35.3 g of triphenylphosphine was dissolved in 300 mL of dichloromethane, and 30.6 g of 2,3-dichloro-5,6-dicyano-p-benzoquinone was added in portions.After the mixture is stirred for 2 minutes, the product of the first step is added in batches, and the reaction is exothermic, and can be appropriately placed in an ice water bath for cooling, added, and stirred at room temperature for 15 minutes.After TLC detection, the reaction was completed, and 14.3 g of a saturated aqueous solution of sodium carbonate was added.A large amount of solid precipitated, and the salt of DHDDQ was removed by suction filtration.The mother liquor is extracted three times with sodium hydroxide 1M/100mL, and the aqueous phase is adjusted to pH 7-8 with hydrochloric acid.Extract with ethyl acetate, combine the organic phases, wash with brine,Dry over anhydrous sodium sulfate, filter, and evaporate the solvent.The eluent petroleum ether: ethyl acetate 4:1 was passed through a column to obtain 10.2 g of a white solid.The melting point of 122 to 125 C, the yield of 76.4%.
 

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