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Chemical Structure| 14660-52-7 Chemical Structure| 14660-52-7
Chemical Structure| 14660-52-7

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Product Details of Ethyl 5-bromovalerate

CAS No. :14660-52-7
Formula : C7H13BrO2
M.W : 209.08
SMILES Code : C(C(OCC)=O)CCCBr
MDL No. :MFCD00000266
InChI Key :AFRWBGJRWRHQOV-UHFFFAOYSA-N
Pubchem ID :84580

Safety of Ethyl 5-bromovalerate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Ethyl 5-bromovalerate

* 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 [ 14660-52-7 ]

[ 14660-52-7 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 14660-52-7 ]
  • [ 18938-60-8 ]
  • [ 859170-42-6 ]
  • 2
  • [ 36822-11-4 ]
  • [ 14660-52-7 ]
  • 5-(6-oxo-4-phenyl-1,6-dihydro-pyrimidin-2-ylsulfanyl)-pentanoic acid ethyl ester [ No CAS ]
  • 3
  • [ 3314-30-5 ]
  • [ 14660-52-7 ]
  • ethyl 5-(2-formyl-1H-benzimidazol-1-yl)pentanoate [ No CAS ]
  • 4
  • [ 14660-52-7 ]
  • [ 13589-72-5 ]
  • [ 403825-98-9 ]
YieldReaction ConditionsOperation in experiment
35% With N2; LiOH; In ethanol; dichloromethane; water; 1g: Preparation of Compound 7 A 3-neck 300 mL round-bottomed flask equipped with a reflux condenser, magnetic stir bar and an N2 inlet was charged with 5 g (1 equivalent) of <strong>[13589-72-5]2-hydroxy-5-chlorobenzonitrile</strong>, absolute ethanol 125 mL, and 12.16 mL (1 equivalent) of sodium ethoxide. This mixture was stirred at 25 C. for 15 minutes. Ethyl 5-bromovalerate (5.2 mL, 1 equivalent) was then added dropwise over 10 minutes. The resulting mixture was heated to reflux (75 C.) for 72 hours. The reaction mixture was cooled and the solids filtered off. The solvent was removed on a rotary evaporator. The crude residue was dissolved in methylene chloride (200 mL) and washed with saturated NaHCO3 (2*75 mL), H2O (1*100 mL) and brine (1*100 mL). The crude material was then dissolved in ethanol (120 mL) and water (10 mL). LiOH (4 g) was added and the resulting mixture was heated to reflux (75 C.) for 1 hours then stirred at ambient temperature overnight. The solvent was evaporated and 75 mL of H2O was added. The aqueous solution was acidified to a pH of about 3 with concentrated HCl and the flask cooled to 4 C. Tan colored solids precipitated. This material was collected by vacuum filtration and dried on the high vacuum overnight to give the crude acid. These solids were further purified by recrystallization from ethyl acetate/hexanes (95/5) (three times) to give 2.88 g of the product, 5-(4-chloro-2-cyanophenoxy)pentanoic acid (35% yield). Melting point: 87-90 C. Molecular Formula: C12H12ClNO3. Combustion analysis: %C: 56.82(calc'd), 57.03(found); %H: 4.77(calc'd), 4.71(found); %N: 5.52(calc'd), 5.45(found); Cl 13.98(calc'd), 13.93(found).
  • 5
  • [ 62473-92-1 ]
  • [ 14660-52-7 ]
  • [ 1242317-12-9 ]
  • 6
  • [ 14660-52-7 ]
  • [ 146407-32-1 ]
  • 7
  • [ 14660-52-7 ]
  • [ 4981-66-2 ]
  • 9,10-bis-(5-ethoxy-5-oxopentoxy)anthracene [ No CAS ]
YieldReaction ConditionsOperation in experiment
6.2 g With tetrabutylammomium bromide; potassium carbonate; In water; N,N-dimethyl-formamide; at 20 - 30℃; for 1h;Inert atmosphere; Stirrer,In a 100 ml four-necked flask with a thermometer,Under nitrogen atmosphere,0.77 g (1.19 mmol) of a 50percent aqueous solution of tetrabutylammonium bromide catalyst,Ethyl 5-bromovalerate12.9 g (61.8 mmol),5.0 g (23.8 mmol) of <strong>[4981-66-2]9,10-anthracenediol</strong>,9.9 g (71.4 mmol) of potassium carbonate,40 g of solvent N, N-dimethylformamide was added.The mixture was stirred for 1 hour while maintaining the temperature of the reaction system at 20 to 30 ° C.after that,The anthraquinone is removed by suction filtration.The resulting filtrate is dissolved in toluene,By separation operation,Washed twice with water.The solution was concentrated with an evaporator.Leave overnight,Add methanol,Undissolved anthraquinone was removed by suction filtration.The filtrate was cooled in a freezer to precipitate crystals. By further suction-filtering the precipitated crystals,Yield 6.2 g (crude yield 55 molpercent)Of orange crystals were obtained.
 

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