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Citation: WANG Yongliang, FENG Rusen, GUO Yongjun, LV Xin. Heterogeneous Synthesis of Mono 6-Deoxytosyl-β-cyclodextrin in Alkaline[J]. Chinese Journal of Applied Chemistry, ;2011, 28(11): 1269-1273. doi: 10.3724/SP.J.1095.2011.00680 shu

Heterogeneous Synthesis of Mono 6-Deoxytosyl-β-cyclodextrin in Alkaline

WANG Yongliang ^a,b ,
FENG Rusen ^a,b,, ,
GUO Yongjun ^a,b ,
LV Xin ^c

1.
a School of Chemistry and Chemical Engineering, Southwest Petroleum University, Chengdu 610500;
2.
b State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation, Southwest Petroleum University, Chengdu 610500;
3.
c Technology Research Department, CNOOC Research Center, Beijing

Corresponding author: FENG Rusen,
Received Date: 16 November 2010
Available Online: 18 January 2011
Fund Project: 国家科技重大专项(2008ZX05024)资助项目 (2008ZX05024)

Employing heterogeneous reaction, 6-deoxy-tosyl-β-cyclodextrin(6-OTs-β-CD) was prepared by the reaction of β-CD with p-toluenesulfonyl chloride at low temperature in sodium hydroxide aqueous solution. The compound has been characterized by means of UV-Vis, IR, ¹H NMR and ¹³C NMR spectroscopies. The mechanism of cyclodextrin mono tosylation was confirmed by ¹H NMR. The effect of hydrolysis factors on product and the influence of reaction conditions on the yield were investigated. Under optimal reaction conditions molar ratio of reactant n(TsCl):n(CD)=4:1, alkali concentration 0.75 mol/L, mass fraction of reactants 4.7%, reaction temperature 0℃ and reaction time 5 h, a yield of 43.4% can be obtained.
- heterogeneous system,
- deoxy-tosyl-β-cyclodextrin,
- β-cyclodextrin,
- p-toluenesulfonyl chloride
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