桃醛还原胺化制备双(4-羟基十一烷基)胺

Preparation of Long Chain Bis (4-hydroxyundecyl) amine Bearing Hydroxyls by Reductive-Amination from Peach Lactone

摘要:

研究了钛酸正丁酯Ti(n-BuO)4为催化剂，硼氢化钠为还原剂，以氯化铵/三乙胺为胺源，桃醛经还原胺化反应制备含羟基长链二烷基胺——双(4-羟基十一烷基)胺的工艺。得到的最优反应条件为：n(桃醛)：n(氯化铵)：n(三乙胺)：n(钛酸正丁酯)：n(NaBH4)=1.0：1.45：1.45：1.45：2.0，反应温度20 ℃，反应时间24 h，收率57.7%；用FTIR、1HNMR、13CNMR和MS表征了产物的结构。该还原胺化工艺放大到百克级，收率为61.5%。

Abstract:

Long-chain dialkyl amine containing hydroxyl groups was synthesized with peach aldehyde as substrates, Ti(n-OBu)4 as catalyst, NaBH4 as reductant, ammonium chloride/triethylamine as amine sources. The effects of catalyst and reaction temperature on the yield of reductive-amination were investigated. The optimized procedure was obtained as follows: reaction was carried out at 20 ℃ for 24 hours, n(peach lactone)∶n(NH4Cl)∶n(Et3N)∶n(Ti(n-OBu)4)∶n(NaBH4)=1.0∶1.45∶1.45∶1.45∶2.0，to give the titled compound with a yield of 57.7%. The structure of the product was characterized by FTIR, 1HNMR, 13CNMR and MS. The final process was validated and executed at up to 100 g scale with the yield of 61.5%.