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Chemical Structure| 19677-69-1 Chemical Structure| 19677-69-1

Structure of 19677-69-1

Chemical Structure| 19677-69-1

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Product Details of [ 19677-69-1 ]

CAS No. :19677-69-1
Formula : C8H11NO2
M.W : 153.18
SMILES Code : OCC1C=C(OCC)C=CN=1

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Application In Synthesis of [ 19677-69-1 ]

* 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 [ 19677-69-1 ]

[ 19677-69-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 98197-88-7 ]
  • [ 141-52-6 ]
  • [ 19677-69-1 ]
YieldReaction ConditionsOperation in experiment
73% In ethanol; for 48h;Reflux; A solution of <strong>[98197-88-7](4-nitropyridin-2-yl)methanol</strong> (100 mg, 0.65 mmol) in ethanol (4 mL) was treated with a solution of sodium ethoxide in ethanol (21% by weight, 0.31 mL, 0.83 mmol) and the reaction mixture was heated under reflux for 48 h. Water (10 mL) was added, the mixturewas neutralized with concentrated aq. hydrochloric acid and ethanol was removed by evaporation in vacuo. More water (20 mL) was added and the mixture was extracted with DCM (4 x 30 mL). Extracts were dried (MgSO4) and concentrated to give (4-ethoxypyridin-2- yl)methanol W (73 mg, 73%) as a red oil, used without purification.LCMS (method A): 2.07 (154.1, MH).
  • 2
  • [ 98197-88-7 ]
  • [ 64-17-5 ]
  • [ 141-52-6 ]
  • [ 19677-69-1 ]
YieldReaction ConditionsOperation in experiment
100% for 18h;Reflux; A 100-mL round- bottomed flask open to air was charged with <strong>[98197-88-7](4-nitropyridin-2-yl)methanol</strong> (1.03 g, 6.69 mmol), EtOH (17 mL), and EtONa (1.73 g, 25.4 mmol, 3.8 equiv). The vessel was fitted with a reflux condenser and heated to reflux. After 15 h, more EtONa (2.52 g, 37.0 mmol, 5.5 equiv) was added, and the reaction mixture was let stir at reflux. After 3 h, the reaction mixture was cooled to 23 C and neutralized with aqueous 4.0 M HCI. The mixture was concentrated in vacuo to remove organic solvent and then dissolved in saturated aqueous NaHCOa. The resulting aqueous layer was extracted with CH2CI2 (3 c 30 mL) using a separatory funnel. The combined organic layers were dried over anhydrous Na2S04, filtered, and concentrated in vacuo to afford (4-ethoxypyridin-2~yl)methanol (1.03 g, quantitative yield) as a red solid which was pure by 1H NMR.
 

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