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Chemical Structure| 916814-07-8 Chemical Structure| 916814-07-8

Structure of 916814-07-8

Chemical Structure| 916814-07-8

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Product Details of [ 916814-07-8 ]

CAS No. :916814-07-8
Formula : C8H6BrF
M.W : 201.04
SMILES Code : C=CC1=CC=C(Br)C(F)=C1
MDL No. :MFCD24108136

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Application In Synthesis of [ 916814-07-8 ]

* 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 [ 916814-07-8 ]

[ 916814-07-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 109-11-5 ]
  • [ 916814-07-8 ]
  • [ 1401100-60-4 ]
YieldReaction ConditionsOperation in experiment
53.6% With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In toluene; for 6h;Reflux; General procedure: 6.1.15. General procedure IV, for preparation of 14a-f A mixture of aryl bromide (1.0 mmol), 4-methylpiperazin-2-one (for compounds 15-17)/<strong>[109-11-5]morpholin-3-one</strong> (for compounds 18-20) (2.0 mmol), N,N0-dimethylethylene diamine (0.1 mmol), K2CO3 (2.0 mmol) and CuI (0.05 mmol) in anhydrous toluene was heated to reflux with stirring for 6 h. Then the reaction mixture was cooled to room temperature, poured into water, stirred vigorously and extracted thrice with ethyl acetate, dried over anhydrous Na2SO4, concentrated under reduced pressure and purified by flash chromatography to afford compounds 14a-f in 54-68% yields. 6.1.21 4-(2-Fluoro-4-vinylphenyl)<strong>[109-11-5]morpholin-3-one</strong> (14f) A mixture of 1-bromo-2-fluoro-4-vinylbenzene 3c (0.2 g, 0.99 mmol), <strong>[109-11-5]morpholin-3-one</strong> (0.20 g, 1.99 mmol), N,N'-dimethylethylene diamine (0.008 g, 0.09 mmol), K2CO3 (0.27 g, 1.99 mmol) and CuI (0.01 g, 0.05 mmol) in anhydrous toluene was heated to reflux and the reaction was continued as described in general procedure IV to afford 14f (0.11 g) in 53.6% yield. 1H NMR (400 MHz, CDCl3): δ 7.18-7.24 (m, 3H), 6.66 (dd, J = 17.5, 10.8 Hz, 1H), 5.74 (d, J = 17.5 Hz, 1H), 5.32 (d, J = 10.8 Hz, 1H), 4.39 (s, 2H), 4.14-4.03 (m, 4H); LC-MS: 222 (M++1).
 

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