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Chemical Structure| 55022-91-8 Chemical Structure| 55022-91-8

Structure of 55022-91-8

Chemical Structure| 55022-91-8

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Product Details of [ 55022-91-8 ]

CAS No. :55022-91-8
Formula : C8H13NO
M.W : 139.20
SMILES Code : O=CC1(CC2)CCN2CC1
MDL No. :MFCD18374377

Safety of [ 55022-91-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 55022-91-8 ]

* 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 [ 55022-91-8 ]

[ 55022-91-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 55022-91-8 ]
  • [ 17672-21-8 ]
  • [ 1006602-20-5 ]
YieldReaction ConditionsOperation in experiment
With piperidine; In methanol; for 40h;Heating / reflux; Step B: A mixture of quinuclidine-4-carbaldehyde (0.57 g, 4.10 mmol), piperidine (0.86 g, 1 mL, 10.10 mmol), <strong>[17672-21-8]methyl 2-amino-3-hydroxybenzoate</strong> (0.68 g, 4.10 mmol) and methanol (10 mL) was heated to reflux for 40 h. Analysis by LCMS indicated the presence of the requisite intermediate Schiff base. The solvent was removed under reduced pressure, the residue was dissolved in methylene chloride (20 ml) and silver (I) oxide (1.23 g, 5.34 mmol) was added. The reaction mixture was stirred at room temperature for 5 h. Analysis by LCMS indicated consumption of the Schiff base intermediate. The reaction mixture was filtered though diatomaceous earth (10 g) eluding with methylene chloride (50 mL) and concentrated. The crude product was purified by column chromatography (silica gel, 5 to 20% methanol in chloroform) to afford methyl 2-(quinuclidin-4-yl)benzoxazole-4-carboxylate (250 mg, 17%) as an brown solid: 1H NMR (300 MHz, CDCl3) delta 7.96 (dd, J=8.0, 1.0 Hz, 1H), 7.67 (dd, J=8.0, 1.0 Hz, 1H), 7.37 (d, d, J=8.0 Hz, 1H), 4.01 (s, 3H), 3.06-3.02 (m, 6H), 2.06-2.01 (m, 6H); MS (ESI+) m/z 287 (M+H).
 

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