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Structure of 488713-34-4

Chemical Structure| 488713-34-4

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Product Details of [ 488713-34-4 ]

CAS No. :488713-34-4
Formula : C8H10BFO4
M.W : 199.97
SMILES Code : COCOC1=C(C=C(F)C=C1)B(O)O
MDL No. :MFCD11044924
InChI Key :AMHIODVERFMLIU-UHFFFAOYSA-N
Pubchem ID :46739741

Safety of [ 488713-34-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 488713-34-4 ]

* 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 [ 488713-34-4 ]

[ 488713-34-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 121-43-7 ]
  • [ 488713-34-4 ]
YieldReaction ConditionsOperation in experiment
2-Bromo-4-fluorophenol (25.0 g, 0.13 mol) was dissolved in dry dichloromethane (100 ML) and DIMETHOXYMETHANE (115 mL, 1.30 mol). Phosphorus pentoxide (110.8 g, 0.39 mol) was added portion-wise to the solution such that the reaction temperature remained below 40 C. The mixture was stirred vigorously at room temperature for 2 hours and then carefully poured into 1N aqueous NAOH (50 mL). The organic layer was separated, washed with water and then brine, dried over anhydrous MGS04, filtered and concentrated to give 2-bromo-4-fluoro-1-methoxymethoxy-benzene (30.1 g) as a colorless oil. A 500 mL round bottom flask was charged with a 1.6 M solution of n-butyllithium in hexanes (100 mL, 0.16 mol) and flushed with nitrogen. The solution was cooled to-78 C and a solution OF 2-BROMO-4-FLUORO-1-METHOXYMETHOXY-BENZENE (30. 1 g, 0.13 mol) in dry tetrahydrofuran (50 mL) was added dropwise over one hour. The mixture was stirred at - 78 C and then TRIMETHYLBORATE (20 mL, 0.175 mol) was added very slowly via syringe. The reaction was allowed to gradually warm to room temperature and after two hours the mixture was poured into ice. The mixture was acidified to pH 4 with 5% aqueous citric acid and extracted with ethyl acetate (x3). The combined organic extracts were washed with water and brine, dried over MGS04 and filtered. The solvent was evaporation under reduced pressure and the residue was recrystallized from hexanes give 2-METHOXYMETHOXY- 5-fluorophenylboronic acid (18.9 g)
 

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