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ChemicalBook CAS DataBase List Butyl butyrate

Butyl butyrate synthesis

14synthesis methods
By passing vapors of n-butyl alcohol over MnO2 or ZnO at 400°C, also by passing vapors of n-butyl alcohol over CuO-VO at 180 to 200°C.
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Yield:109-21-7 79.7% ,123-72-8 20.3%

Reaction Conditions:

with pyridine;4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl;iodine;sodium hydrogencarbonate in dichloromethane;water at 20 - 25; for 3 h;

Steps:

Oxidation of alcohols with the 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxyl-iodine system.
General procedure: A mixture of 10 mL of 0.1 mol/L solution of sodium hydrocarbonate and 0.084 g (0.4 mmol) of compound 1 were charged into a 50 mL flat-bottom flask equipped with a reflux condenser and a magnetic stirrer. 4 mmol of an alcohol dissolved in 10 mL of methylene chloride (alcohol-nitroxyl 1 molar ratio1 : 0.1) was added to the solution, and then 0.4 mmolof an amine was introduced (alcohol-amine 1 : 0.1; 1-amine 1 : 1). 2.0 g (8 mmol) of crystalline iodine was added at vigorous stirring to the two-phase system; the mixture was stirred during 3 h at 20-25° and then treated with 20% solution of sodium thiosulfate for elimination of excess iodine. Aqueous and organic layers were separated, and the product was additionally extracted from the aqueous layer with methylene chloride (2×10 mL). The organic phases were combined and analyzed by means of chromatography.

References:

Kashparova;Kashparov;Zhukova, I. Yu.;Astakhov;Ilchibaeva;Kagan, E. Sh. [Russian Journal of General Chemistry,2016,vol. 86,# 11,p. 2423 - 2426][Zh. Obshch. Khim.,2016,vol. 86,# 11,p. 1779 - 1783,5]

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