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Chemical Structure| 5392-81-4 Chemical Structure| 5392-81-4

Structure of 5392-81-4

Chemical Structure| 5392-81-4

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Product Details of [ 5392-81-4 ]

CAS No. :5392-81-4
Formula : C6H14BrN
M.W : 180.09
SMILES Code : BrCCN(CC)CC
MDL No. :MFCD06654566

Safety of [ 5392-81-4 ]

Application In Synthesis of [ 5392-81-4 ]

* 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 [ 5392-81-4 ]

[ 5392-81-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 5392-81-4 ]
  • [ 78430-91-8 ]
  • 3-[2-(diethylammonio)ethyl]-1-(4-ethenylbenzyl)-1H-imidazol-3-ium dibromide [ No CAS ]
  • 2
  • [ 5392-81-4 ]
  • [ 1080-12-2 ]
  • 4-(4-(2-(diethylamino)ethoxy)-3-methoxyphenyl)but-3-en-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
3% With potassium carbonate; In acetone; at 65℃; for 3h;Microwave irradiation; To a solution of 4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one (2, 106.1 mg, 0.325 mmol) and 2-bromo-N,N-diethylethan-1-amine (175.1 mg, 0.972 mmol) in acetone (20 mL), K2CO3 (174.7 mg, 1.26 mmol) was added and placed in a opened microwave reactor. The mixture under stirring was irradiated at 200 Wfor 3 h, at a final temperature of 65 C. When the reaction was finished, the solid was removed by filtration with a sintered glass Buchner funnel under reduced pressure. After removal of acetone under reduced pressure the crude product was dissolved in dichloromethane, acidified with an aqueous solution of HCl 5 N and extracted with H2O. The aqueous phase was basified with a 20% NaOH aqueous solution and extracted with CH2Cl2 (3100 mL). The organic phase was dried with anhydrous sodium sulfate, filtrated, and concentrated under reduced pressure to furnish a yellow solid of 4-(4-(2-(diethylamino)ethoxy)-3-methoxyphenyl)but-3-en-2-one (6, 5.0 mg, 3%). mp 207-209C (CH2Cl2). IR (KBr) mmaxcm-1 2959, 2925, 2855,1729, 1629, 1425, 1384, 1273, 1124, 669. 1H NMR (CDCl3,300 MHz)d: 7.46 (1H, d, J= 16.2 Hz, H-3), 7.11 (1H,dd, J= 8.3 and 1.9 Hz, H-60), 7.07 (1H, d, J= 1.9 Hz, H-20), 6.91 (1H, d,J= 8.3 Hz, H-50), 6.61 (1H,d, J= 16 Hz, H-2), 4.24 (2H,t, J= 6.2 Hz,H-70), 3.89 (3H,s,30-OCH3), 3.08 (2H, t,J= 6.2 Hz, H-80), 2.81 (4H,q, J= 7.2 Hz, H-90), 2.38 (3H, s, H-100). 1.17 (6H, t, J= 7.2 Hz, H-100); 13C NMR (CDCl3, 75.47 MHz) d: 198.4 (C-1), 150.3 (C-40), 149.6 (C-30), 143.5 (C-3), 127.8 (C-10), 125.4 (C-2), 122.9 (C-60),112.7 (C-50), 110.0 (C-20), 66.4 (C-70), 55.9 (30-OCH3), 51.2 (C-80), 47.7 (C-90), 27.4 (C-100), 11.0 (C-100). HRMS- ESI (+)m/z: Anal. Calc.for C17H25NO3[MH]+ 292.19127, found 292.19072
 

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