SHI Jin-jin,XIA Yong-mei,GU Dan,et al.Preparation of Hydroxyl Octadecadienoic Acid from Reduction of Hydroperoxy Octadecadienoic Acid in Aqueous Solution[J].Soybean Science,2008,27(04):659-662.[doi:10.11861/j.issn.1000-9841.2008.04.0659]
水相还原氢过氧化亚油酸制备羟基共轭亚油酸
- Title:
- Preparation of Hydroxyl Octadecadienoic Acid from Reduction of Hydroperoxy Octadecadienoic Acid in Aqueous Solution
- 文章编号:
- 1000-9841(2008)04-0659-04
- Keywords:
- Hydroperoxy octadecadienoic acid; Reduction; Hydroxyl octadecadienoic acid; Soybean lipoxygenase; Saponification
- 分类号:
- O643
- 文献标志码:
- A
- 摘要:
- 开发了一种绿色、温和的合成羟基共轭酸的方法。以大豆脂肪氧合酶催化氧化亚油酸所得的氢过氧化亚油酸(LA-HPOD)为原料,用亚硫酸钠于水相还原氢过氧化亚油酸,得到羟基共轭亚油酸。分别通过添加乙醇作为辅溶剂以及用碳酸钠适度皂化氢过氧化亚油酸以便于增加氢过氧化亚油酸在水中的溶解度。考察了还原剂用量、温度、时间对氢过氧化亚油酸转化率的影响。0~40℃内,反应温度对氢过氧化亚油酸转化率无显著影响,醇-水体系所得的还原反应转化率与皂化体系的还原反应转化率接近,氢过氧化亚油酸的最高转化率达98.5%。
- Abstract:
- To develop a green and mild synthetic process of hydroxyl octadecadienoic acid,the reduction of hydroperoxy octadecadienoic acid with Na2SO3in aqueous solution to produce hydroxyl octadecadienoic acid was studied,using hydroperoxy octadecadienoic acid as the starting material that was prepared by oxidation of linoleic acid with soybean lipoxygenase as the catalyst.Two protocols were employed to enhance the solubility of the reactants and therefore to improve the product yield.Ethanol was used as the co-solvent,and Na2CO3was used to saponify hydroperoxy octadecadienoic acid partially.The reaction parameters were optimized.The conversion of hydroperoxy octadecadienoic acid obtained with both of the protocols were similar.The highest conversion of hydroperoxy octadecadienoic acid reached 98.5%.
参考文献/References:
[1]Kaul P,Banerjee A,Mayilraj S,et al.Screening for enantioselective nitrilases:kinetic resolution of racemic mandelonitrile to(R)-(-)-mandelic acid by new bacterial isolates[J].Tetrahedron:Asymmetry,2004,15:207-211.
备注/Memo
基金项目:江苏省自然科学基金资助项目(BK2004019);教育部新世纪优秀人才计划资助项目(NCET-05-0487)。