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[ CAS No. 173470-67-2 ] {[proInfo.proName]}

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Chemical Structure| 173470-67-2
Chemical Structure| 173470-67-2
Structure of 173470-67-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 173470-67-2 ]

CAS No. :173470-67-2 MDL No. :MFCD10699417
Formula : C9H8O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 148.16 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 173470-67-2 ]

* 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 [ 173470-67-2 ]

[ 173470-67-2 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 18362-36-2 ]
  • 2-oxy-p-toluylaldehyde [ No CAS ]
  • [ 173470-67-2 ]
  • 3
  • [ 41019-56-1 ]
  • [ 173470-67-2 ]
YieldReaction ConditionsOperation in experiment
100% With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20℃; for 2.0h; The product from Step B (4.67 g, 27.0 mmol), dissolved in anhydrous tetrahydrofuran (60 ml) , was added dropwise to a stirred suspension of lithium aluminum hydride (2.5 g, 65.0 mmol) in anhydrous tetrahydrofuran (50 ml) at 0 C. under nitrogen. The grey slurry was stirred and allowed to warm to room temperature over two hours. The mixture was cooled again to 0 C., then quenched with ethyl acetate until bubbling ceased, and a solution of saturated aqueous sodium sulfate was added until the grey color disappeared. Anhydrous sodium sulfate was added to remove water, the solution was filtered, and the solvent was removed in vacuo. The residue was placed under reduced pressure for seven hours to provide the desired alcohol 4.6 g (100%) as a yellow oil which was generally used without further purification. A portion of the crude product was purified by flash chromatography on silica gel (10:1, followed by 2:1 hexanes/ethyl acetate) to afford pure alcohol as a white solid: 1H NMR (300 MHz, CDCl3) delta7.60 (d, 1H, J=2.3 Hz), 7.43 (d, 1H, J=8.1 Hz), 7.24 (t, 1H, J=7.7 Hz), 7.16 (d, 1H, J=7.4 Hz), 6.85-6.86 (m, 1H), 4.84 (s, 3H), 2.34 (bs, 1H).
  • 4
  • [ 166599-84-4 ]
  • [ 173470-67-2 ]
YieldReaction ConditionsOperation in experiment
With borane-THF; In tetrahydrofuran; at 20℃; for 1h; To <strong>[166599-84-4]benzofuran-4-carboxylic acid</strong> (50 mg, 0.308 mmol, commercially available from, for example, J&W PharmLab) in THF (1 mL), borane tetrahydrofuran complex (0.47 mL, 1M in THF, 0.470 mmol) was added and the reaction stirred at rt for 1 h. The reaction was quenched with NaHCO3 (20 mL)and extracted with EtOAc (3 x 10 mL). The organic layers were dried over a hydrophobic frit and concentrated to give 50 mg of a colourless oil. This was purified bychromatography on 5i02 (Biotage SNAP 10 g cartridge, eluting with O-5O% EtOAc/cyclohexane), theappropriate fractions were concentrated to give benzofuran-4-ylmethanol (37 mg, 0.225 mmol, 72.9 % yield) as a white solid.LCMS (2 mm Formic): Rt = 0.72 mi [M-OH] = 131.1.
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