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Chemical Structure| 245093-97-4 Chemical Structure| 245093-97-4

Structure of 245093-97-4

Chemical Structure| 245093-97-4

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Product Details of [ 245093-97-4 ]

CAS No. :245093-97-4
Formula : C14H14Br2O4
M.W : 406.07
SMILES Code : COCOC1=C(Br)C2=CC=C(OCOC)C(Br)=C2C=C1

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Application In Synthesis of [ 245093-97-4 ]

* 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 [ 245093-97-4 ]

[ 245093-97-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 132178-78-0 ]
  • [ 107-30-2 ]
  • [ 245093-97-4 ]
YieldReaction ConditionsOperation in experiment
91% With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0℃; for 18.0833h; To a solution of <strong>[132178-78-0]1,5-dibromonaphthalene-2,6-diol</strong> (5.0 g, 15.73 mmol) in dichloromethane (100 mL) was added diisopropylethylamine (16.43 mL) and the reaction was cooled at 0 C. in water/ice bath. To the reaction mixture was added chloromethyl methyl ether (7.17 mL) via a syringe and dropwise over 5 minutes. The reaction was left to stir for 18 hours. After this time the reaction was diluted with water (100 mL) and dichloromethane (100 mL). The organic was separated and the aqueous re-extracted with dichloromethane (100 mL). The combined organics were washed with brine (150 mL), filtered through a phase separator and reduced to dryness to give brown gum. The gum was triturated with heptane to give a pale brown solid which was filtered to give 1,5-dibromo-2,6-bis(methoxymethoxy)naphthalene as yellow solid (5.79, 91%). 1H NMR (396 MHz, DMSO-d6): delta 8.12 (d, 2H), 7.63 (d, 2H), 5.38 (s, 4H), 3.42 (s, 6H).
90% With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 22℃; for 22h; Example 2 - l,5-Dibromo-2,6-bis(methoxymethoxy)naphthalene [00124] To a solution of l ,5-dibromonaphthalene-2, 6-diol (2) (77.15 g) in dichloromethane (500 mL), diisoprorylethylamine (255 mL) and chloro(methoxy)methane (MOMCl, 98.6 g) were added at 0C. After stirring for 22 h at room temperature, the reaction was quenched by adding water. The crude products were extracted with ethyl acetate and the combined organic extracts were washed with brine, dried over sodium sulfate (Na2S04), and concentrated in vacuum. The solid residue was stirred in n-hexanes to afford analytically pure l ,5-dibromo-2,6- bis(methoxymethoxy)naphthalene (90%). LRMS (ESI): Calcd. for Ci4Hi4Br204: 405.9238, Found: 406.0.
 

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