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Chemical Structure| 1185886-64-9 Chemical Structure| 1185886-64-9

Structure of 1185886-64-9

Chemical Structure| 1185886-64-9

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Product Details of [ 1185886-64-9 ]

CAS No. :1185886-64-9
Formula : C13H16O4
M.W : 236.27
SMILES Code : O=C(OC)C1(CC1)C2=C(C=CC=C2OC)OC
MDL No. :MFCD30829689

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Application In Synthesis of [ 1185886-64-9 ]

* 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 [ 1185886-64-9 ]

[ 1185886-64-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 16932-45-9 ]
  • (1-(methoxycarbonyl)cyclopropyl)zinc(II) bromide [ No CAS ]
  • [ 1185886-64-9 ]
YieldReaction ConditionsOperation in experiment
With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); In tetrahydrofuran; at 20℃; for 3h; 2-Bromo-1,3-dimethoxybenzene (80 mg, 0.369 mmol) was dissolved in dry 13 tetrahydrofuran (4.2 mL) and Q-Phos (pentaphenyl(di-tert-butylphosphino)ferrocene, 5.24 mg, 7.37 mumol) and 73 Pd(dba)2 (tris(dibenzylideneacetone)dipalladium(0), 4.24 mg, 7.37 mumol) were added. A freshly-prepared solution of 0.26 M Example 10 I-1A ((1-(methoxycarbonyl)cyclopropyl)zinc(II) bromide) in tetrahydrofuran (2.078 mL, 0.553 mmol) was added dropwise. The reaction was stirred for three hours at ambient temperature, at which point the starting material was consumed. The reaction was quenched with saturated 74 aqueous ammonium chloride (0.5 mL) and extracted with methyl tert-butyl ether. The organic phase was concentrated and the crude residue was chromatographed on silica (0-40% methyl tert-butyl ether/heptanes) to provide the 75 title compound. 1H NMR (400 MHz, CDCl3) delta ppm 7.21 (t, J=8.4 Hz, 1H), 6.54 (d, J=8.4 Hz, 2H), 3.80 (s, 6H), 3.58 (s, 3H), 1.68-1.64 (m, 2H), 1.14-1.11 (m, 2H)+ MS (ESI) m/z=237 (M+H)+
 

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