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Chemical Structure| 685-87-0 Chemical Structure| 685-87-0

Structure of 685-87-0

Chemical Structure| 685-87-0

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Product Details of [ 685-87-0 ]

CAS No. :685-87-0
Formula : C7H11BrO4
M.W : 239.06
SMILES Code : O=C(OCC)C(Br)C(OCC)=O
MDL No. :MFCD00009138
InChI Key :FNJVDWXUKLTFFL-UHFFFAOYSA-N
Pubchem ID :69637

Safety of [ 685-87-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314-H290
Precautionary Statements:P501-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 685-87-0 ]

* 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 [ 685-87-0 ]

[ 685-87-0 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 18362-30-6 ]
  • [ 685-87-0 ]
  • ethyl 4-chlorobenzofuran-2-carboxylate [ No CAS ]
  • 3
  • [ 36193-65-4 ]
  • manganese(III) acetate dihydrate [ No CAS ]
  • [ 685-87-0 ]
  • diethyl 2-acetoxy-2-(2-cyano-1H-indol-3-yl)malonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With acetic acid; for 4h;Reflux; General procedure: Cyanoindole 6 (40 mg, 0.256 mmol, 1 equiv.), Mn(OAc)3.2H2O (345 mg, 1.29 mmol, 5 equiv),and diethyl malonate (205 mg, 1.28 mmol, 5 equiv) were dissolved in aceticacid (10 mL) and heated to reflux for 2 h. After TLC indicated complete consumption of the starting indole, the reaction was poured into water (200 mL) and extracted with ethyl acetate (3 50 mL). The combined organic extracts were washed with water (3 100 mL), brine (1 100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo to give a brown oil. The product was purified via flash chromatography (silica gel, hexanes:EtOAc 4:1)to afford 15 as a white solid (90%);20
  • 4
  • [ 14847-51-9 ]
  • [ 685-87-0 ]
  • C14H17BrO5 [ No CAS ]
  • 5
  • [ 13659-23-9 ]
  • [ 685-87-0 ]
  • C13H14BrClO5 [ No CAS ]
  • 6
  • [ 36822-11-4 ]
  • [ 685-87-0 ]
  • C17H18N2O5S [ No CAS ]
  • 7
  • [ 6146-52-7 ]
  • [ 685-87-0 ]
  • [ 525593-33-3 ]
YieldReaction ConditionsOperation in experiment
45% With tris(bipyridine)ruthenium(II) dichloride hexahydrate; N,N-diphenyl-4-methoxyaniline; In N,N-dimethyl-formamide; at 20℃; for 48h;Inert atmosphere; Irradiation; General procedure: An oven dried 10 mL round bottom flask was equipped with a rubber septum and magnetic bar and was charged with the heteroaromatic substrate (0.5 mmol, 1.0 equiv), tris(2,2-bipyridyl)ruthenium(II) chloride hexahydrate (5.0 mumol, 3.70 mg, 1.0 mol %), 4-methoxytriphenylamine (1.0 mmol, 0.274 g, 2.0 equiv), diethyl bromomalonate (1.0 mmol,0.239 g, 2.0 equiv) and DMF (2.0 mL). The mixture was degassed by the freeze-pump-thaw method and the reaction vessel was filled with argon. A 1 Watt blue light emitting diode(LED) strip was placed around the reaction vessel at a distance of approximately 2-4 cm. The reaction was stopped by removing the LED lamps and the mixture was poured into a separatory funnel containing ethyl acetate (10 mL) and water (10 mL). The layers wereseparated and the aqueous layer was extracted with ethyl acetate (2 × 10 mL). The combinedorganic phases were washed with brine (10 mL), dried (anhydrous Na2SO4), filtered and concentrated on a rotary evaporator. The residue was purified by preparative HPLC on a C18 column, using water and acetonitrile as eluent. Appropriate fractions were collected, frozen and lyophilized to afford derivatives of substrates as pure compounds.
  • 8
  • [ 6903-84-0 ]
  • [ 7377-75-5 ]
  • [ 685-87-0 ]
  • 1,1-diethyl 2-methyl 2-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-1,3-dioxo-2,3-dihydro-1H-pyrrolo[3,4-c]quinolin-4-yl)ethane-1,1,2-tricarboxylate [ No CAS ]
  • 9
  • [ 33172-56-4 ]
  • [ 685-87-0 ]
  • C15H17BrO6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In acetonitrile; at 70℃; for 24h; Add compound 9a (1.08g, 5mmol) into a 100mL reaction flask,Compound 9b (1.43g, 6.00mmol), K2CO3 (2.08g, 15.00mmol) and MeCN (20mL),The temperature was raised to 70C and the reaction was stirred for 24 hours, and then water was added to quench the reaction (monitored by LC-MS).Saturated NaCl solution (25 mL) was extracted with ethyl acetate (3×25 mL), and the organic phases were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent to obtain compound 9c (2.00 g, crude product)
 

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Technical Information

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