月桂酸甲酯与甘氨酸钠在甘油中合成N-月桂酰基甘氨酸钠

Synthesis of Sodium N-lauroylglycinate from Methyl Laurate and Sodium Glycinate in Glycerol

摘要:

传统肖顿-鲍曼反应需要使用环境非友好的脂肪酰氯以及低沸点有机溶剂，且会生成氯化钠副产物，该文主要对肖顿-鲍曼反应进行改进。在甲醇钠(SM)催化下以月桂酸甲酯(ML)与甘氨酸钠(SG)为原料在甘油中缩合合成N-月桂酰基甘氨酸钠(SLG)，并采用FT-IR和1H-NMR证实所得产物为目标分子SLG。考察了反应溶剂种类、催化剂种类、ML与SG的摩尔比、催化剂用量、反应时间和反应温度对产率的影响，得到在甘油为溶剂和SM为催化剂时，n (ML) : n (SG) : n (SM) = 1.0 : 2.5: 0.02，于135 oC反应3.5 h后SLG的产率达78.7%。与传统肖顿-鲍曼反应相比，改进后反应环境友好性增强，不使用脂肪酰氯，不生成氯化钠副产物以及无需低沸点有机溶剂。

Abstract:

The traditional Schotten-Baumann reaction uses non eco-friendly fatty acyl chloride and VOC and produces by-product of sodium chloride. A novel synthesis method based on the improved Schotten-Baumann reaction is developed to synthesize sodium N-lauroylglycinate (SLG) from methyl laurate (ML) and sodium glycinate (SG) catalyzed by sodium methoxide (SM) in glycerol, and the final product is confirmed by FT-IR and 1H-NMR as the target molecule of SLG. Some affecting factors on the condensation reaction are investigated such as reaction solvent type, catalyst type, molar ratio of ML to SG, the catalyst dosage of SM, reaction time and temperature, and it is showed that the yield of SLG reached 78.7% under the molar ratios of ML/SG/SM being 1.0 : 2.5 : 0.02 and catalyzed by SM for 3.5 h at 135 oC in glycerol. Compared with the traditional Schotten-Baumann reaction, the improved method is eco-friendly, free from the bothersome by-product of sodium chloride and getting rid of VOC.