Method for synthesizing 6''-O-palmitoyl-neohesperidin ester on line by using lipase as catalyst
A technology of hesperidin ester and neohesperidin is applied in the field of lipase catalyzed on-line controllable and selective synthesis of 6″-O-palmitoyl-neohesperidin ester, which can solve the problem of long reaction time, conversion rate and selection To solve the problem of low performance, it can achieve the effects of high reaction selectivity, shortened reaction time and high conversion rate.
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Embodiment 1
[0032] Embodiment 1: Synthesis of 6 "-O-palmitoyl-neohesperidin ester
[0033]
[0034] Device reference used figure 1 . Dissolve neohesperidin (0.49mmol) in 10mL of tert-amyl alcohol:DMSO=4:1 (v / v) mixed solvent, dissolve vinyl palmitate (3.92mmol) in 10mL of tert-amyl alcohol, and then pack Prepare in a 10mL syringe. 0.87g of lipase Lipozyme RMIM was evenly filled in the reaction channel of the microfluidic channel reactor, driven by the PHD2000 syringe pump, the two reaction solutions were divided into a total of 8.91 μL min -1 The flow rate of the flow rate enters the reaction channel through the "Y" joint for reaction, and the temperature of the reactor is controlled at 52°C through a water bath thermostat. The flow reaction was carried out for 35 minutes, and the reaction result was tracked and detected by thin-layer chromatography (TLC).
[0035] The reaction solution was collected online through the product collector, the solvent was distilled off under reduced ...
Embodiment 2-5
[0041] Change the temperature of the microfluidic channel reactor, others are the same as in Example 1, and the reaction results are as shown in Table 1:
[0042] Table 1: Effect of Temperature on Reaction
[0043]
[0044] The results in Table 1 show that when the flow rate is 8.91 μL min -1 , when the reaction time is 35min, the conversion rate increases obviously with the increase of the reaction temperature. When the reaction temperature reaches 52°C, the conversion rate and selectivity of the reaction are the best. The reduction of enzyme activity leads to a reduction in the conversion rate and selectivity of the reaction, so the optimal reaction temperature of neohesperidin palmitate in the microfluidic microchannel reactor of the present invention is 52°C.
Embodiment 6-10
[0046] Change the substrate molar ratio of vinyl palmitate and neohesperidin in the microfluidic microchannel reactor to 1:1 (Example 6), 4:1 (Example 7), 6:1 (Example 8) , 10:1 (Example 9), 12:1 (Example 10), the amount of neohesperidin was 0.49mmol unchanged, and the amount of vinyl palmitate was changed. Others are the same as Example 1, and the results are shown in Table 2.
[0047] Table 2: Effect of Neohesperidin and Vinyl Palmitate Substrate Ratio on Reaction
[0048]
[0049]
[0050] The result of table 2 shows, along with the increase of reactant vinyl palmitate, the conversion rate of reaction also increases, and when substrate ratio is 8:1, the conversion rate and selectivity of reaction are optimal, neohesperidin Quantitatively converted into neohesperidin-6 "-palmitate substantially. Now if continue to increase the consumption of reactant vinyl palmitate, will cause the conversion rate and the selectivity of reaction to reduce, thereby, the maximum of this...
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