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Chemical Structure| 501433-02-9 Chemical Structure| 501433-02-9

Structure of 501433-02-9

Chemical Structure| 501433-02-9

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Product Details of [ 501433-02-9 ]

CAS No. :501433-02-9
Formula : C6H3FI2
M.W : 347.90
SMILES Code : FC1=C(I)C(I)=CC=C1
MDL No. :MFCD12922572

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Application In Synthesis of [ 501433-02-9 ]

* 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 [ 501433-02-9 ]

[ 501433-02-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 90365-74-5 ]
  • [ 501433-02-9 ]
  • (3aS,9aS)-2-benzyl-5-fluoro-2,3,3a,9a-tetrahydro-1H-[1,4]benzodioxino[2,3-c]pyrrole hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
21% A mixture of i-fluoro-2,3-diiodobenzene (5.0 g, 14.4 mmol, Example A), (S,S)-i- benzyl-3,4-pyrrolidinediol (3.6 g, 18.7 mmol), 3,4,7,8-tetramethyl-i,io- phenanthroline (679 mg, 2.88 mmol) and caesium carbonate (9.36 g, 28.8 mmol) in toluene (75 ml) were degassed with nitrogen for 10 minutes. Copper (I) iodide (273 mg, 1.44 mmol) was then added and the reaction mixture was heated at iio°C for 24 hours. After cooling to room temperature the reaction mixture was filtered through kieselguhr. The filter cake was washed with EtOAc (3 x 50 ml) and the combined filtrate and washes were concentrated under reduced pressure. The residue was partially purified by flash column chromatography (50 g silica, 100 percent petrol ether to 20 percent EtOAc / petrol ether). Fractions containing product were concentrated under reduced pressure before being dissolved in MeOH (15 ml). 3M HCl in MeOH (15 ml) was then added and the resulting mixture was stirred for 10 minutes. The reaction mixture was again concentrated under reduced pressure and EtOAc (20 ml) was added. The suspension was sonicated for 15 minutes before being filtered to give the title compounds as an off-white solid (965 mg, 21percent molar yield). deltaEta (500 MHz, DMSO) 11.85 (br s, lH), 7.71 - 7.54 (m, 2H), 7.54 - 7.37 (m, 3H), 7.05 - 6.92 (m, 2H), 6.92 - 6.82 (m, lH), 4.81 - 4.33 (m, 4H), 4.01 - 3.70 (m, 2H), 3.63 - 3.44 (m, 2H). LCMS (ESI) retention time 1.36 min, m/z 286.17.
 

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