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Chemical Structure| 154321-18-3 Chemical Structure| 154321-18-3

Structure of 154321-18-3

Chemical Structure| 154321-18-3

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Product Details of [ 154321-18-3 ]

CAS No. :154321-18-3
Formula : C10H15BrNO3P
M.W : 308.11
SMILES Code : BrC1=CC=C(CP(OCC)(OCC)=O)C=N1
MDL No. :MFCD32696422

Safety of [ 154321-18-3 ]

Application In Synthesis of [ 154321-18-3 ]

* 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 [ 154321-18-3 ]

[ 154321-18-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 101990-45-8 ]
  • [ 122-52-1 ]
  • [ 154321-18-3 ]
  • 2
  • [ 101990-45-8 ]
  • [ 154321-18-3 ]
YieldReaction ConditionsOperation in experiment
With triethyl phosphite; In n-heptane; ethyl acetate; (c) Diethyl (6-bromopyrid-3-ylmethyl)phosphonate. 3.0 g (11.9 mmol) of the compound obtained in Example 6(b) and 10 ml of triethyl phosphite were mixed together in a 100 ml round-bottomed flask. The mixture was refluxed for thirty minutes, cooled and evaporated to dryness. The residue obtained was purified by chromatography on a column of silica eluted with a mixture of ethyl acetate and heptane (6/4). After evaporation of the solvents, 3.12 g (80%) of the expected compound was collected in the form of a pale yellow oil.
  • 3
  • [ 168173-56-6 ]
  • [ 122-52-1 ]
  • [ 154321-18-3 ]
YieldReaction ConditionsOperation in experiment
for 4h;Reflux; A solution of <strong>[168173-56-6]2-bromo-5-(chloromethyl)pyridine</strong> (3) (1.05g, 5.09mmol) in triethylphosphite (9mL) was heated to reflux for 4 h. After that time the solvent was removed by evaporation and the resultant residue dissolved in anhydrous tetrahydrofuran (30mL). To this, 4-nicotinaldehyde (4) (521 mg, 4.86mmol) was then added, followed by sodium hydride (60% w/w in mineral oil, 617 mg, 15.4mmol). The reaction was then stirred for 16 h at room temperature under an atmosphere of nitrogen gas. The reaction was then quenched by the addition of saturated NaHCO3 (25mL) and then extracted with ethyl acetate (2_25mL). The combined organic extracts were dried over MgSO4, filtered, and the filtrate evaporated to dryness under reduced pressure to yield a yellow solid that was suspended in pentane, isolated by filtration, and air-dried to yield a yellow powder (436 mg, 1.67mmol, 34% yield). m/z (ESI/O-TOF) [C12H9BrN2+H]+ 261.00249
 

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