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Chemical Structure| 461663-79-6 Chemical Structure| 461663-79-6

Structure of 461663-79-6

Chemical Structure| 461663-79-6

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Product Details of [ 461663-79-6 ]

CAS No. :461663-79-6
Formula : C9H5BrO3
M.W : 241.04
SMILES Code : O=C(C1=COC2=CC=C(Br)C=C12)O
English Name :5-Bromobenzofuran-3-carboxylic acid
MDL No. :MFCD18837800

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Application In Synthesis of [ 461663-79-6 ]

* 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 [ 461663-79-6 ]

[ 461663-79-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 461663-79-6 ]
  • [ 137242-42-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: triethylamine / 2 h / 0 °C 2: sodium tetrahydroborate; methanol / 0 - 20 °C
1.5 g With borane-THF In tetrahydrofuran at 20℃; for 12h; Cooling with ice; 43.1 Step 1: Synthesis of (5-bromobenzofuran-3-yl)methanol 5-bromobenzofuran-3-carboxylic acid (2 g, 8.3 mmol, 1 eq) was dissolved in tetrahydrofuran (30 mL). Under ice bath, borane/tetrahydrofuran solution (12.45 mL, 12.45 mmol, 1 M, 1.5 eq) was added dropwise. After the addition, the mixture was slowly warmed to room temperature and stirred for 12 h; TLC (petroleum ether/ethyl acetate=3/1) showed the reaction of starting material was completed. The reaction mixture was quenched with methanol, and the solvent was removed by rotary-evaporation and concentration. The residue was purified by column chromatography (ethyl acetate/petroleum ether=0-30%) to give the target compound (1.5 g). 1HNMR (400 MHz, DMSO-d6) δ 7.81 (d, J=2.1 Hz, 1H), 7.53 (dt, J=8.7, 0.7 Hz, 1H), 7.41 (dd, J=8.7, 2.1 Hz, 1H), 6.75 (q, J=0.9 Hz, 1H), 5.53 (t, J=5.9 Hz, 1H), 4.57 (dd, J=5.9, 0.9 Hz, 2H).
 

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