📜3,5-二甲氧基苯甲醛置于palladium On Activated Charcoal 氢气,三溴化硼体系中,用 水 作为反应溶剂,化学反应生成 5-十九烷基间苯二酚 参考文献:Cereal Grain Resorcinolic Lipids: Mono And Dienoic Homologues Are Present In Rye Grains 标题:Cereal Grain Resorcinolic Lipids: Mono And Dienoic Homologues Are Present In Rye Grains 摘要:Analyses (Uv,Ir,H-1-NMR,Ms) Of The Main Phenolic Fractions Isolated By Sequential Separation On Normal-Phase And By Argentation Chromatography On Silica Gel Confirmed The Presence Of Monoenoic And Dienoic Homologues Of 1,3-Dihydroxy-5-N-Alkylbenzene In Acetone Extracts From Rye Grains. Conversion Of Mono And Dienoic Homologue Dimethyl Ethers To The Cis-Diols With Osmium Tetroxide,Transformation Of The Diol To The Acetonide With Acetone And Subsequent Ms Analysis Of Resulting Derivatives Showed That The Breakdown Pattern For The Monoenoic Homologues Was Consistent With A Double Bond In All The Homologous Chain Length At The 8-Position. For Dienes,The Results Were Not So Conclusive,Although The 8-And 11-Positions Appear To Be The Favoured Ones. It Has Been Also Shown That Rye 5-N-Ketoalkylresorcinols Contain A Previously Unobserved C17 Homologue. All Identifications Were Confirmed By Comparison With Synthetically Obtained C19:0 And C21:0 5-N-Alkylresorcinols And A 5-N-(2-Keto-Heptadecyl)Resorcinol. Other Minor Phenolic Components Present In The Acetone Extract Were Identified As Homologous 5-N-(2-Hydroxyalkyl)Resorcinols. DOI:10.1016/0009-3084(95)02480-7
参考标题:An Expedient Synthesis Of 5-N-Alkylresorcinols And Novel 5-N-Alkylresorcinol Haptens 作者:Kirsti Parikka,Kristiina Wähälä 摘要:The First Synthesis Of Bioactive Long Alkyl Chain 5-N-Alkylresorcinols, Present In Whole Grain Products, By A Novel Modification Of The Wittig Reaction Is Described. All The Main Long Chain 5-N-Alkylresorcinols Present In Rye And Wheat, Including C23 And C25 Analogues And Haptens, Which Have Not Been Previously Prepared, Were Synthesised. Microwave-Promoted Reactions Of A Semi-Stabilized Ylid And Alkanals In Water Gave Good Yields In Both Pressurized And Open Systems. An Alternative Microwave-Promoted Synthesis Starting From Non-Stabilized Alkyltriphenylphosphonium Salts And 3,5-Dimethoxybenzaldehyde Worked As Well. Aqueous Media Were Suitable For The Reactions Even If The Starting Materials Were Not Soluble In Water. The 5-N-Alkylresorcinols Are Potential Biomarkers Of Whole Grain Intake, And The New Hapten Derivatives Of 5-N-Alkylresorcinols Will Open The Way For The Immunochemical Detection Techniques Of Alkylresorcinols.
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