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N-Ethyl-N-benzyl-Aniline 92-59-1
Category : Dyestuffs and Pigments
CAS NO : 92-59-1 EC NO : 202-169-8 MF : C15H17N MW : 211.3022 Specification : 99% min Packing : 25kg，50kg 200kg Product description : What is the chemical of N-Ethyl-N-benzyl-Aniline ? Appearance: Yellow brown oily liquid ; Assay：99%min by GC ; IR Identity: conform to standard ; HNMR： conform to standard ; carbon spectrum: conform to standard ; Water by K. F.:0.5% max or as per the customer’s request ; Loss on drying:0.5% max. or as per the customer’s request ; ================================================================================== Usage 1. Dye intermediates Used for producing dyes such as Acid Orange 50, Red 119, Blue 5, Green 5, Cationic Blue 65, etc. Participate in the manufacturing of acid light green SF and other blue dyes. 2. Pharmaceutical industry As an intermediate in pharmaceutical synthesis. six Other Features Solubility: soluble in organic solvents such as ethanol, ether, chloroform, etc., insoluble in water ================================================================================ Synthetic route 1. Nucleophilic substitution method (mainstream industrial path) Raw materials: N-ethylaniline+benzyl-chloride Alkaline conditions: Sodium hydroxide (NaOH) or sodium carbonate (Na ₂ CO3) aqueous solution Reaction type: S ₙ 2 nucleophilic substitution Reaction equation: C6H5NHCH2CH3+C6H5CH2Cl→H2O/NaOH→C6H5N(CH2CH3)CH2C6H5+HCl Post treatment: The reaction solution is layered, and the organic phase is purified by washing with water, drying, and vacuum distillation, with a yield of>80% Advantages: Easy availability of raw materials, mature technology, low cost, suitable for large-scale production 2. Reduction amination method (laboratory high selectivity pathway) Raw materials: N-ethylaniline+Benzoic aldehyde Reducing agent: Sodium cyanoborohydride (NaBH ∝ CN) or sodium triacetoxyborohydride (NaBH (OAc) ∝) Solvent: Acetic acid or dichloroethane Reaction conditions: room temperature or mild heating (40-60 ° C), inert atmosphere Reaction mechanism: Aldehydes and amines condense to form imine intermediates Selective reduction of imine to tertiary amine by reducing agent Advantages: Avoiding the use of halogenated hydrocarbons, minimal by-products, suitable for high-purity reagent preparation 3. Other potential pathways (mentioned in the literature) Benzylation after Ethylation of Aniline: Aniline first reacts with acetaldehyde/reduction system to generate N-ethylaniline, and then reacts with benzyl-chloride, but the steps are cumbersome and have limited industrial applications. Metal catalysis method: The C-N coupling reaction based on palladium or nickel catalysts (such as Buchwald Hartwig) has been explored in the literature, but has not yet been used for the large-scale preparation of this compound. Uses : Mainly used for dye intermediates and pharmaceutical industry Synonyms : N-ethyl-N-phenylbenzylamine;N-Benzyl-N-ethylaniline; N-Ethyl-N-Benzylaniline; Molecular Structure : 
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N-Ethyl-N-benzyl-Aniline