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Chemical Structure| 864755-84-0 Chemical Structure| 864755-84-0

Structure of 864755-84-0

Chemical Structure| 864755-84-0

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Product Details of [ 864755-84-0 ]

CAS No. :864755-84-0
Formula : C7H9NO2
M.W : 139.15
SMILES Code : O=C1OCCN1CCC#C
MDL No. :MFCD18851514

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Application In Synthesis of [ 864755-84-0 ]

* 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 [ 864755-84-0 ]

[ 864755-84-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 864755-84-0 ]
  • [ 5460-32-2 ]
  • [ 864755-88-4 ]
YieldReaction ConditionsOperation in experiment
80% With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 20℃; for 4h; 3-[4-(3,4-Dimethoxyphenyl)-but-3-ynyl]-1,3-oxazolidin-2-one (34). Triethylamine (0.08 mL, 0.574 mmol) and Pd(PPh3)Cl2 (8.0 mg, 0.011 mmol) were added to a mixture of 3,4-dimethoxyphenyl iodide (33) (64 mg, 0.242 mmol) and alkyne 25 (34 mg, 0.245 mmol) in THF (3 mL) at room temperature. Then Cu(I)I (5 mg, 0.026 mmol) was added. The resulting mixture was stirred at room temperature for 4 h. The reaction was quenched with water (10 mL) and concentrated to remove the organic solvents. The residue was diluted with ethyl acetate (15 mL). The organic layer was separated and washed with brine (2×10 mL), dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (25 g), eluting with EtOAc-hexanes (10-50%) to afford the product 34 (54 mg) as solid in 80% yield: mp 78-79 C. 1H NMR (300 MHz, CDCl3) δ 6.95 (dd, J=2.1 Hz, J=8.4 Hz, 1H), 6.88 (d, J=1.8 Hz, 1H), 6.76 (d, J=8.4 Hz, 1H), 4.32 (t, J=7.8 Hz, 2H), 3.86 (s, 3H), 3.85 (s, 3H), 3.73 (t, J=7.8 Hz, 2H), 3.51 (t, J=6.6 Hz, 2H), 2.67 (t, J=6.6 Hz, 2H); ESIMS m/z (rel intensity) 276.05 (MH+, 94), 298.05 (MNa+, 98). Anal. (C15H17NO4) C, H, N.
 

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