Enzymatic Synthesis of Fatty Hydroxamic Acid Derivatives Based on Palm Kernel Oil
作者:Hossein Jahangirian、Md Jelas Haron、Nor Azah Yusof、Sidik Silong、Anuar Kassim、Roshanak Rafiee-Moghaddam、Mazyar Peyda、Yadollah Gharayebi
DOI:10.3390/molecules16086634
日期:——
Fatty hydroxamic acid derivatives were synthesized using Lipozyme TL IM catalyst at biphasic medium as the palm kernel oil was dissolved in hexane and hydroxylamine derivatives were dissolved in water: (1) N-methyl fatty hydroxamic acids (MFHAs); (2) N-isopropyl fatty hydroxamic acids (IPFHAs) and (3) N-benzyl fatty hydroxamic acids (BFHAs) were synthesized by reaction of palm kernel oil and N-methyl hydroxylamine (N-MHA), N-isopropyl hydroxylamine (N-IPHA) and N-benzyl hydroxylamine (N-BHA), respectively. Finally, after separation the products were characterized by color testing, elemental analysis, FT-IR and 1H-NMR spectroscopy. For achieving the highest conversion percentage of product the optimum molar ratio of reactants was obtained by changing the ratio of reactants while other reaction parameters were kept constant. For synthesis of MFHAs the optimum mol ratio of N-MHA/palm kernel oil = 6/1 and the highest conversion was 77.8%, for synthesis of IPFHAs the optimum mol ratio of N-IPHA/palm kernel oil = 7/1 and the highest conversion was 65.4% and for synthesis of BFHAs the optimum mol ratio of N-BHA/palm kernel oil = 7/1 and the highest conversion was 61.7%.
使用 Lipozyme TL IM 催化剂在双相介质中合成脂肪羟肟酸衍生物,棕榈仁油溶于正己烷,羟胺衍生物溶于水:(1) N-甲基脂肪羟肟酸 (MFHAs);(2) N-异丙基脂肪羟肟酸 (IPFHAs) 和 (3) N-苄基脂肪羟肟酸 (BFHAs) 分别由棕榈仁油和 N-甲基羟胺 (N-MHA)、N-异丙基羟胺 (N-IPHA) 和 N-苄基羟胺 (N-BHA) 反应合成。最后,通过颜色测试、元素分析、傅立叶变换红外光谱和 1H-NMR 光谱对分离后的产品进行表征。为了获得最高的产品转化率,在其他反应参数保持不变的情况下,通过改变反应物的比例获得了最佳的反应物摩尔比。合成 MFHA 时,N-MHA/棕榈仁油的最佳摩尔比为 6/1,最高转化率为 77.8%;合成 IPFHA 时,N-IPHA/棕榈仁油的最佳摩尔比为 7/1,最高转化率为 65.4%;合成 BFHA 时,N-BHA/棕榈仁油的最佳摩尔比为 7/1,最高转化率为 61.7%。