Improved synthesis of sucrose fatty acid monoesters under ultrasonic irradiation.
Sucrose fatty acid esters were synthesized by the transesterification of sucrose with aliphatic esters under ultrasound irradiation in good yield (73%). The optimum reaction conditions for the transesterification reaction include a molar ratio of sucrose to fatty acid ethyl ester of 2:1 and the use of a 13%mol anhydrous K(2)CO(3) catalyst. The optimum reaction temperature was set at 70 degrees C, the optimum reaction time was 2h, and the optimum reaction pressure was 11kPa. The reaction had excellent monoester selectivity. The proportion of monoester (6-monoester+6'-monoester) in the purified products was up to 92-95% via flash column chromatography over silica gel, the ratios of 6-monoester/6'-monoester are 2.1-2.7, and the sucrose monoesters were identified by HPLC-MS, NMR and IR.
Huang
Dan
D
Key Laboratory of Eco-Textile (Jiangnan University), Ministry of Education, Wuxi, China. huangdan6@163.com
Jiang
Xue
X
Zhu
Hao
H
Fu
Xiaorong
X
Zhong
Kangrong
K
Gao
Weidong
W
D002384:Catalysis; D002621:Chemistry / Q000379:methods*; D004951:Esterification; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D005227:Fatty Acids / Q000737:chemistry*; D008956:Models, Chemical; D011312:Pressure; D012997:Solvents / Q000737:chemistry; D013055:Spectrophotometry, Infrared / Q000379:methods; D017550:Spectroscopy, Fourier Transform Infrared; D013395:Sucrose / Q000737:chemistry*; D013997:Time Factors; D014465:Ultrasonics
D004952:Esters; D005227:Fatty Acids; D012997:Solvents; D013395:Sucrose