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Chemical Structure| 21514-99-8

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Product Details of [ 21514-99-8 ]

CAS No. :21514-99-8
Formula : C7H9NO2
M.W : 139.15
SMILES Code : OCC1=NC=C(CO)C=C1
MDL No. :MFCD03426610
InChI Key :RSJLUZSZKJXUFJ-UHFFFAOYSA-N
Pubchem ID :820251

Safety of [ 21514-99-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 21514-99-8 ]

* 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 [ 21514-99-8 ]

[ 21514-99-8 ] Synthesis Path-Downstream   1~2

  • 2
  • concentrated H2 SO4 [ No CAS ]
  • [ 5552-44-3 ]
  • [ 21514-99-8 ]
YieldReaction ConditionsOperation in experiment
51% With sodium tetrahydroborate; CaCl2; In ethanol; water; To a solution of 33.5 g (0.15 mol) of <strong>[5552-44-3]diethyl pyridine-2,5-dicarboxylate</strong> in 300 mL of absolute EtOH was added 11.4 g (0.3 mol) of NaBH4 in several portions over a 30-min period. Then a solution of 33.3 g (0.3 mol) of anhydrous CaCl2 in 200 ml of EtOH was added dropwise over a 1-h period. The mixture was stirred at room temperature for 16 h, and then it was neutralized with 12 to 13 mL of concentrated H2 SO4. The CaSO4, which precipitated, was removed by centrifugation (two EtOH washings). The combined supernatant was concentrated, dissolved in about 10 mL of H2 O, and applied to a 4.5*18-cm column of Dowex 50W-X8 cation exchange resin (H+ form). The column was eluted with H2 O until the elude was no longer acidic, and then it was eluted with dilute NH4 OH, which removed the 2,5-pyridinedimethanol from the column. Evaporation afforded 10.6 g (51% yield) of 2,5-pyridinedimethanol as a light brown hygroscopic solid: 1 H NMR (Me2 SO-d6) δ4.55 and 4.59 (2 s, 4, CH2 OH), 5.23 (broad s, 2, CH2 OH), 7.42 (d, J=8 Hz, 1, 3'--H), 7.72 (dd, J=2 Hz, J=8 Hz, 1, 4--H), 8.42 (d, J=2 Hz, 1, 6'--H).
 

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