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Chemical Structure| 33033-33-9 Chemical Structure| 33033-33-9

Structure of 33033-33-9

Chemical Structure| 33033-33-9

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Product Details of [ 33033-33-9 ]

CAS No. :33033-33-9
Formula : C14H16O4
M.W : 248.27
SMILES Code : COC1=CC2=CC(OC)=C(OC)C=C2C=C1OC
MDL No. :MFCD06656521

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Application In Synthesis of [ 33033-33-9 ]

* 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 [ 33033-33-9 ]

[ 33033-33-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 105404-89-5 ]
  • [ 124-41-4 ]
  • [ 33033-33-9 ]
YieldReaction ConditionsOperation in experiment
70% With copper(l) iodide; In N,N-dimethyl-formamide; for 36h;Reflux; Inert atmosphere; Sodium (0.21 g, 8.6 mmol) was added portionwise to anhydrous methanol (30 mL) stirred under an argon atmosphere. Upon complete dissolution, copper(I) iodide (1.65 g, 8.64 mmol), <strong>[105404-89-5]3,6-dibromo-2,7-dimethoxynaphthalene</strong> (7, 1.50 g, 4.32 mmol) and anhydrous DMF (5 mL), were added to the reaction mixture and brought to reflux for 24 h. Additional copper(I) iodide (0.83 g, 4.32 mmol) and satd sodium methoxide (20 mL) were added to regenerate the catalyst and stirred at reflux for an additional 12 h. The reaction was quenched by the addition of water (10 mL) and extracted with DCM (2*25 mL), washed successively with 10% HCl (2*10 mL), water (2*10 mL), dried (MgSO4) and concentrated in vacuo to afford a crude solid, which was recrystallized from ethanol to afford the title compound (0.75 g, 70%). Mp 255-256 C (lit. 23 mp>200 C). 1H NMR (300 MHz, CDCl3) delta 7.04 (s, 4H), 3.98 (s, 12H); 13C NMR (75 MHz, CDCl3) delta 148.1, 124.1, 55.8; IR (ATR) (cm-1) 3064, 3003, 2964, 2937, 2887, 1669, 1608, 1528, 1510. HRMS (EI+, 70 eV); m/z: [M]+ calcd for C14H16O4 248.1049, found 248.1048.
 

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