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Chemical Structure| 138691-27-7 Chemical Structure| 138691-27-7

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Chemical Structure| 138691-27-7

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Product Details of [ 138691-27-7 ]

CAS No. :138691-27-7
Formula : C5H5IOS
M.W : 240.06
SMILES Code : COC1=CC=C(I)S1
MDL No. :MFCD28664824

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Application In Synthesis of [ 138691-27-7 ]

* 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 [ 138691-27-7 ]

[ 138691-27-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1034287-04-1 ]
  • [ 138691-27-7 ]
  • {4-[(5-methoxythiophen-2-yl)ethynyl]phenyl}boronic acid pinacol ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 40℃; for 12h;Schlenk technique; Inert atmosphere; Compounds 26 (228 mg, 1.0 mmol)and 25 (385 mg, 1.6 mmol) were dissolved in dry THF-EtN(i-Pr)2, 15:1 (16 ml) mixture. After 10 min of bubblingwith Ar, PdCl2(PPh3)2 (40 mg, 0.035 mmol), CuI (20 mg,0.110 mmol) were added, and the reaction mixture was stirredat 40C for 12 h. The cooled reaction mixture was dilutedwith H2O (50 ml) and extracted with CH2Cl2 (2×30 ml).The combined organic extracts were dried (Na2SO4), thesolvents were evaporated in vacuo, and the crude productwas purified by column chromatography (SiO2, hexane-CH2Cl2, 2:1). Yield 260 mg (77%), pale-yellow solid, mp223-226C. 1H NMR spectrum, delta, ppm (J, Hz): 1.34 (12H,s, 4CH3); 3.90 (3H, s, OCH3); 6.10 (1H, d, J = 4.0, H Th);6.95 (1H, d, J = 4.0, H Th); 7.46 (2H, d, J = 8.4, H Ar);7.75 (2H, d, J = 8.4, H Ar). 13C NMR spectrum, delta, ppm:25.1; 60.4; 83.7; 85.0; 91.4; 104.3; 109.6; 126.1; 130.5;131.2; 134.8; 167.5. Mass spectrum, m/z (Irel, %): 340 [M]+(100), 325 (100), 225 (20), 197 (13).
 

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