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Chemical Structure| 127561-10-8 Chemical Structure| 127561-10-8

Structure of 127561-10-8

Chemical Structure| 127561-10-8

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3-(2-Bromoethyl)-5-fluoro-1h-indole

CAS No.: 127561-10-8

,98%

4.5 *For Research Use Only !

Cat. No.: A1356360 Purity: 98%

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    Product Details of [ 127561-10-8 ]

    CAS No. :127561-10-8
    Formula : C10H9BrFN
    M.W : 242.09
    SMILES Code : FC1=CC2=C(NC=C2CCBr)C=C1
    MDL No. :MFCD11617196

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    Application In Synthesis of [ 127561-10-8 ]

    * 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 [ 127561-10-8 ]

    [ 127561-10-8 ] Synthesis Path-Downstream   1~2

    • 1
    • [ 101349-12-6 ]
    • [ 127561-10-8 ]
    YieldReaction ConditionsOperation in experiment
    70% With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20℃; for 5h; To a solution of <strong>[101349-12-6]2-(5-fluoro-1H-indol-3-yl)ethanol</strong> (18a) (10g,55.8 mmol) in CH2Cl2 (200 mL) was added successively CBr4 (27.76 g, 83.71 mmol) and PPh3 (21.52 g, 82.03 mmol) at 0 C. Themixture was stirred at room temperature for 5 h. After thecompletion of reaction, the solvent was concentrated underreduced pressure. The residue was purified by column chromatographyon silica gel (PE/EA = 5:1, V/V) to give compound 19a as ayellow oil (9.46 g, 70%) [27]. MS (ESI) m/z: 242.06 [M+H]+.
    70% With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20℃; for 5h; To a solution of <strong>[101349-12-6]2-(5-fluoro-1H-indol-3-yl)ethanol</strong> (3a) (10 g, 55.8 mmol) in CH2Cl2 (200 mL) was added successively CBr4 (27.76 g, 83.71 mmol) and PPh3 (21.52 g, 82.03 mmol) at 0 oC. The mixture was stirred at room temperature for 5h. After the completion of reaction, the solvent was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (PE/EA= 5:1, V/V) to give compound 4a as a yellow oil (9.46 g, 70%) . MS (ESI) m/z: 242.06 [M+H]+.
    • 2
    • CBr4 [ No CAS ]
    • [ 101349-12-6 ]
    • [ 127561-10-8 ]
    YieldReaction ConditionsOperation in experiment
    61% With triphenylphosphine; In acetonitrile; Example 20 5-Fluoro-3-(2-bromoethyl)indole To a solution of 5-fluoro-3-(2-hydroxyethyl)indole (10.3 g, 0.056 mole) and CBr4 (24.8 g, 0.073 mole) in 100 mL of dry acetonitrile at 0 C. under Ar was added a solution of triphenylphosphine (19.6 g, 0.073 mole) in 200 mL of dry acetonitrile. The mixture was stirred at 0 C. for 1 h and then at room temperature for 2 h. The resulting mixture was evaporated and the residue was chromatographed (SiO2 /ethyl acetate-hexane=1:4) to give the product (8.50 g, 61%) as a brown solid; IR (neat) 3440 cm-1; 1 Hnmr (80 MHz, CDCl3) delta: 7.75 (br s, 1H), 7.15-6.57 (m, 4H), 3.53-3.32 (m, 2H), 3.17-2.94 (m, 2H).
     

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