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ChemicalBook CAS DataBase List Ethyl 3-aminopropanoate hydrochloride
4244-84-2

Ethyl 3-aminopropanoate hydrochloride synthesis

7synthesis methods
Ethanol

64-17-5

β-Alanine

107-95-9

Ethyl 3-aminopropanoate hydrochloride

4244-84-2

Freshly distilled thionyl chloride (250 mL) was slowly added dropwise to stirred anhydrous ethanol (400 mL) at -10 °C. After maintaining the reaction at -10 °C for 20 min, β-alanine (82.56 g, 0.93 mol) was slowly added to the thionyl chloride/ethanol mixture. The reaction mixture was heated to reflux for 2 hours. Upon completion of the reaction, the excess thionyl chloride was removed by distillation and the reaction solution was concentrated to half of the original volume under reduced pressure. The white precipitate precipitated from the concentrate was collected by filtration and washed with cold ether to give a final white crystalline powder of β-alanine ethyl ester hydrochloride (124.34 g, 87% yield).

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Yield:4244-84-2 87%

Reaction Conditions:

with thionyl chloride at -10; for 2 h;Reflux;

Steps:

β-Alanine ethyl ester hydrochloride.
Freshly distilled thionyl chloride (250 mL) was added drop-wise to stirring absolute EtOH (400 mL) at -10 oC. After 20 min at -10 oC, β-alanine (82.56 g, 0.93 mol) was slowly added to the thionyl chloride/EtOH solution. This mixture was refluxed for 2 h. Excess thionyl chloride was distilled off and the volume of the solution was reduced by half under vacuum. The white precipitate that crystallized from the reduced solution was filtered and washed with cold diethylether to give β-alanine ethyl ester hydrochloride as a white crystalline powder (124.34 g, 87%).

References:

Liao, Vivian;Liu, Tao;Codd, Rachel [Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,# 19,p. 6200 - 6204] Location in patent:supporting information

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