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Chemical Structure| 58149-89-6 Chemical Structure| 58149-89-6

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Chemical Structure| 58149-89-6

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Product Details of [ 58149-89-6 ]

CAS No. :58149-89-6
Formula : C13H12O2
M.W : 200.23
SMILES Code : CC(C1=C2C=CC(OC)=CC2=CC=C1)=O

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* 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 [ 58149-89-6 ]

[ 58149-89-6 ] Synthesis Path-Downstream   1~3

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  • [ 36112-61-5 ]
  • [ 35227-78-2 ]
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  • [ 42200-95-3 ]
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  • [ 22604-07-5 ]
  • [ 36112-61-5 ]
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  • [ 36112-61-5 ]
  • [ 917-54-4 ]
  • [ 58149-89-6 ]
YieldReaction ConditionsOperation in experiment
49% In diethyl ether; at 0℃; for 40h;Inert atmosphere; Method E: to a solution of compound 9a (667 mg, 3.30 mmol) inanhydrous Et2O (40 mL) stirred at 0 C under argon was slowlyadded a 1.6 M methyllithium solution (8.26 mL, 13.20 mmol). Theresulting solution was stirred at 0 C for 16 h. After that, two supplementary equivalents of the methyllithium solution were addedand the mixture was stirred at 0 C for additional 24 h. The reactionwas quenched with a saturated ammonium chloride solution andextracted with Et2O. The combined organic layers were dried overMgSO4, filtered, and evaporated under reduced pressure. A purification by silica column chromatography using CH2Cl2 as eluentgave the desired ketone 10a (324 mg, 49%) as an orange oil.1H NMR (300 MHz, CDCl3) d 8.69 (d, 1H, J 9.3 Hz, H8), 7.89 (dd,1H, J 8.4, 1.2 Hz, H2), 7.81 (dd, 1H, J 7.5, 1.2 Hz, H4), 7.46 (dd, 1H,J 8.4, 7.5 Hz, H3), 7.27 (dd, 1H, J 9.3, 2.7 Hz, H7), 7.16 (d, 1H,J 2.7 Hz, H5), 3.93 (s, 3H, CH3O), 2.74 (s, 3H, CH3CO). 13C NMR(75 MHz, CDCl3) d 201.9,157.6,135.5,135.2,131.8,127.6,126.5,125.5,124.9, 120.4, 106.3, 55.2, 29.8.
 

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