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Chemical Structure| 54672-55-8 Chemical Structure| 54672-55-8

Structure of 54672-55-8

Chemical Structure| 54672-55-8

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Product Details of [ 54672-55-8 ]

CAS No. :54672-55-8
Formula : C10H9ClO
M.W : 180.63
SMILES Code : O=C(Cl)C1CC2=C(C=CC=C2)C1
MDL No. :MFCD25964444

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Application In Synthesis of [ 54672-55-8 ]

* 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 [ 54672-55-8 ]

[ 54672-55-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 54672-55-8 ]
  • [ 10272-49-8 ]
  • 2,3-dihydro-2-[(4-phenylpiperidin-1-yl)carbonyl]-1H-indene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at 0 - 20℃; 750 mg (4.6 mmol) of 2,3-dihydro-1H-inden-2-carboxylic acid (prepared as described in Hacksell, J. Med. Chem., 24, 429, 1981) were dissolved in 15 mL of CH2Cl2 and 0.65 mL (7.4 mmol) of oxalyl chloride were added dropwise at 0 C. under a nitrogen atmosphere. The solution was allowed to warm to room temperature in 2 h, then the solvent was removed in vacuo. The resulting acyl chloride was dissolved in 10 mL of CH2Cl2 and added to a solution of 909 mg (4.6 mmol) of <strong>[10272-49-8]4-phenylpiperidine hydrochloride</strong> and 1.9 mL (13.8 mmol) of triethylamine in 15 mL of CH2Cl2 at 0 C. The reaction mixture was allowed to warm to room temperature overnight, then water was added and the organic phase was washed with 5% HCl and dried. The solvent was removed in vacuo and the resulting crude product was purified by flash chromatography, eluting with a mixture Et2O/Petroleum ether 7:3, yielding 630 mg of the title compound. IR (cm-1)=2944, 1636, 1494. NMR (300 MHz, CDCl3, delta ppm): 7.35 (m, 2H); 7.25-7.1 (m, 7H); 4.85 (m, 1H); 4.15 (m, 1H); 3.55 (m, 1H); 3.4-3.3 (m, 2H); 3.3-3.1 (m, 3H); 2.85-2.6 (m, 2H); 2.0-1.9 (m, 2H); 1.75.1.6 (m, 2H). MS (m/z): 306.0 (MH+).
 

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