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Chemical Structure| 59608-03-6

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Product Details of [ 59608-03-6 ]

CAS No. :59608-03-6
Formula : C10H9NO2
M.W : 175.18
SMILES Code : O=C(OCC)C#CC1=CC=CN=C1
MDL No. :MFCD01073808

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Application In Synthesis of [ 59608-03-6 ]

* 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 [ 59608-03-6 ]

[ 59608-03-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6283-81-4 ]
  • [ 59608-03-6 ]
YieldReaction ConditionsOperation in experiment
With trifluoromethylsulfonic anhydride; triethylamine; Triphenylphosphine oxide; In 1,2-dichloro-ethane; at 85℃; for 2h;Inert atmosphere; Step 2: ethyl 3-(pyridin-3-yl)propiolateTo a soluton of Ph3PO (39.86 g, 71.7 mmol) in dry DCE (220 ml.) was added Tf20 (15.06 g, 71.7 mmol) at 0C under nitrogen atmosphere and the mixture was stirred at the same temperature for 15 min. Ethyl 3-oxo-3-(pyridin-3-yl)propanoate (13.84 g, 71 .7 mmol) and TEA (7.25 g, 143.4 mmol) was added and the mixture was heated at 85C for 2 hr. The resulting mixture was cooled to rt and washed with brine (3*50 ml_). After the removal of solvent, the crude product was purified with column chromatography (gradually from PE:EA =10:1 to PE/EA = 5:1 ) to afford ethyl 3-(pyridin-3-yl)propiolate (3.4 g, 27%) as a yellow oil.
 

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