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Chemical Structure| 146137-84-0 Chemical Structure| 146137-84-0

Structure of 146137-84-0

Chemical Structure| 146137-84-0

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Product Details of [ 146137-84-0 ]

CAS No. :146137-84-0
Formula : C7H3ClFIO
M.W : 284.45
SMILES Code : ClC1=C(C(F)=CC=C1I)C=O
MDL No. :MFCD26401857

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Application In Synthesis of [ 146137-84-0 ]

* 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 [ 146137-84-0 ]

[ 146137-84-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 101335-11-9 ]
  • [ 68-12-2 ]
  • [ 146137-84-0 ]
YieldReaction ConditionsOperation in experiment
INT 18 2-Chloro-6-fluoro-3-iodobenzonitrile Step A: 2-Chloro-6-fluoro-3-iodobenzaldehyde A solution of diisopropylamine (870 mg, 8.6 mmol) in anhydrous THF was added n-butyllithium (2.5 M in hexanes, 3.1 mL, 7.8 mmol) dropwise over 5 min under nitrogen at 0 C. After 10 min, the reaction mixture was cooled to -78 C and 2-chloro-4-fluoro-l-iodobenzene (2.0 g, 7.8 mmol) was added dropwise over 5 min. After 1 h at - 78 C, DMF (640 mg, 8.6 mmol) was added dropwise over 5 min. After a further 10 min at -78 C, the reaction mixture was quenched by the rapid addition of acetic acid (2.0 mL), followed quickly by water (50 mL). The cold solution was extracted with diethyl ether and the organic extracts were washed with diluted HCl (0.2 M, 25 mL), water, brine and dried over anhydrous sodium sulfate. The solvent was removed under reduce pressure and the resulting residue was then purified by silica gel chromatography to provide 2-chloro-6-fluoro-3-iodobenzaldehyde. 1HNMR (400 MHz, CDC13) delta 10.34 (s, 1H), 8.04 (m, 1H), 6.92 (dd, J = 9.4, 9.4 Hz, 1H).
  • 2
  • [ 101335-11-9 ]
  • [ 108-18-9 ]
  • [ 146137-84-0 ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; In tetrahydrofuran; at -78 - 0℃; for 1.41667h;Inert atmosphere; [0125] A solution of diisopropylamine (870 mg, 8.6 mmol) in anhydrous THF was added n-butyllithium (2.5 M inhexanes, 3.1 mL, 7.8 mmol) dropwise over 5 min under nitrogen at 0 C. After 10 min, the reaction mixture was cooledto -78 C and <strong>[101335-11-9]2-chloro-4-fluoro-1-iodobenzene</strong> (2.0 g, 7.8 mmol) was added dropwise over 5 min. After 1 h at - 78 C,DMF (640 mg, 8.6 mmol) was added dropwise over 5 min. After a further 10 min at -78 C, the reaction mixture wasquenched by the rapid addition of acetic acid (2.0 mL), followed quickly by water (50 mL). The cold solution was extractedwith diethyl ether and the organic extracts were washed with diluted HC1 (0.2 M, 25 mL), water, brine and dried overanhydrous sodium sulfate. The solvent was removed under reduce pressure and the resulting residue was then purifiedby silica gel chromatography to provide 2-chloro-6-fluoro-3-iodobenzaldehyde.1HNMR (400 MHz, CDCl3) delta 10.34 (s, 1H), 8.04 (m, 1H), 6.92 (dd, J = 9.4, 9.4 Hz, 1H).
 

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