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Chemical Structure| 2993-57-9 Chemical Structure| 2993-57-9

Structure of 2993-57-9

Chemical Structure| 2993-57-9

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Product Details of [ 2993-57-9 ]

CAS No. :2993-57-9
Formula : C8H8F3NO
M.W : 191.15
SMILES Code : NOCC1=CC=C(C(F)(F)F)C=C1
MDL No. :MFCD21641882

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Application In Synthesis of [ 2993-57-9 ]

* 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 [ 2993-57-9 ]

[ 2993-57-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 2993-57-9 ]
  • [ 321574-29-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In diethyl ether;Inert atmosphere; General procedure: To a solution of alcohol (1mmol) in freshly distilled THF (5ml) was added triphenylphosphine (1.1mmol) and N-hydroxylphthalimide (1.1mmol). After the solution was cooled to 0C diisopropylazodicarboxylate (1.1mmol) was added dropwise. The solution was allowed to warm to room temperature over 3h. Reaction progress was monitored by TLC (1:1 heptanes:ethyl acetate). Hydrazine monohydrate (1.1mmol) was then added and the solution was allowed to stir for 30min. The resulting reaction mixture was filtered to remove the white precipitate. The filtrate was concentrated and subjected to flash chromatography (1:1 heptanes/ethyl acetate). The resulting product was dissolved in ether and treated with HCl (2.0M solution in ether) to afford the HCl salt of the O-alkylhydroxylamine. Contaminating diisopropyl hydrazinodicarboxylate could be washed away from the HCl salt with dichloromethane. Synthesized from the respective alcohol according to the general procedure to afford 25 as white crystals in 99% yield. Mp=179-181C. 1H NMR (400MHz, CD3OD) delta 7.77 (d, 2H, ArH, J=8Hz), 7.67 (d, 2H, ArH, J=8Hz),5.16 (s, 2H, ArCH2). 13C NMR (100MHz, CD3OD) delta 138.81, 132.52 (d, JC-F=32Hz), 130.73, 126.84 (q, JC-F=4Hz), 124.09, 77.07. Anal. calcd. for C8H9ClF3NO: C=42.22; H=3.99; N=6.15 Found: C=41.98%, H=3.89%, N=6.34%.
 

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