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Chemical Structure| 66095-20-3 Chemical Structure| 66095-20-3

Structure of 66095-20-3

Chemical Structure| 66095-20-3

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Product Details of [ 66095-20-3 ]

CAS No. :66095-20-3
Formula : C20H34N2O2
M.W : 334.50
SMILES Code : O=C(OCC1=CC=CC=C1)NCCCCCCCCCCCCN

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Application In Synthesis of [ 66095-20-3 ]

* 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 [ 66095-20-3 ]

[ 66095-20-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 2783-17-7 ]
  • [ 28170-07-2 ]
  • [ 66095-20-3 ]
YieldReaction ConditionsOperation in experiment
45% In ethanol; at 65℃; Benzyl carbonate (5 g, 21.9 mmol) was dissolved in 10 ml ethanol and was added dropwise to a solution of 1,12-diaminododecane 48 (4.83 g, 24.1 mmol) in 25 ml ethanol. The resulting mixture was stirred overnight at reflux.After cooling to room temperature, 50 ml of ethanol was added, resulting in a precipitate that was removed byfiltration and washed with 100 ml of ethanol. The ethanol was subsequently concentrated to approximately 10 mland stirred with aqueous HCl (450 ml, 1M) for 30 minutes. The resulting salt was collected by filtration, washedwith 1 M HCl, and stirred for 16 hours in aqueous HCl (250 ml, 1M). The solid was collected by filtration andwashed with diethyl ether (2x 100 ml) and dichloromethane (3x 100 ml). The resulting residue was dissolved in200 ml of dichloromethane and 50 ml of ethanol. This solution was washed twice with 50 ml of a 1 M solutionof sodium hydroxide. The aqueous phase was extracted twice with 50 ml dichloromethane and once with 50 mlof chloroform containing 10 % methanol. The combined organic layers were dried over Na2SO4 en concentratedin vacuo to afford the crude product, which was purified by column chromatography using silica, eluting withdichloromethane containing 10-15% methanol and 1-2% triethylamine yielding the pure product (3.33 g, 45 %).1H NMR (400 MHz, CDCl3): delta 1.15 (s, 2H), 1.26 (m, 16H), 1.45 (m, 4H), 2.65 (t, 2H), 3.18 (q, 2H), 5.08 (s,2H), 7.37 (m, 5H) ppm. 13C NMR (400 MHz, CDCl3): delta 26.58, 26.68, 29.11, 29.64, 29.37, 29.40, 29.68, 32.95,40.80, 41.84, 66.38, 75.60, 75.62, 127.79, 127.88, 128.32, 136.50, 156.77 ppm. RP-LCMS: calc. Mw = 334.3g/mol, found m/z: 335.4 [M+H]+.
 

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