105026-89-9

Upstream product

• 1196-92-5 Vanillylamin 
• 98-88-4 benzoyl chloride 
• 6282-02-6 N-(hydroxymethyl)benzamide 
• 90-05-1 2-methoxy-phenol 
• 2874-33-1 vanillin oxime 
• 7149-10-2 vanillylamine hydrochloride 

Relevant academic research and scientific papers

Combined infrared spectroscopic and computational study on simpler capsaicin derivatives and their anion intermediates in the scavenging of free radicals

Two capsaicin analogues – N-(4-hydroxy-3-methoxybenzyl)acetamide and N-(4-hydroxy-3-methoxybenzyl)benzamide, were studied by DFT methods in order to estimate their ability to act as antioxidants. A comparative study on the stability of benzylic, phenoxyl and amide radicals has outlined the most reactive site for hydrogen atom abstraction and proton transfer. The enthalpies related to the formation of those species were modeled in gas phase, benzene, DMSO and water in order to determine the most probable mechanism of antioxidant action in polar and nonpolar medium. The formation of phenoxyl anion, energetically favoured in polar medium, was investigated by infrared spectroscopy methods based on the conversion of the benzamide derivative.

Vanilla amide synthesis method

The invention discloses a vanilla amide synthesis method, which comprises the following step: by taking alcohol and vanilla amide as raw materials, or aldehyde and vanilla amide as raw materials, inorganic ferric salt and inorganic indium salt as a composite catalyst and oxygen as an oxidant, carrying out one-pot reaction in an organic solvent to generate vanilla amide. The synthesis raw materials adopted by the synthesis method are wide in source, a large amount of chemical reaction waste can be avoided in the whole reaction process, and the synthesis method is clean and environmentally friendly, has the advantages of mild and controllable reaction conditions, simple operation, convenience in product separation and purification, high product yield, wide universality of reaction substrates and the like, and is a method suitable for industrial production.

Highly efficient synthesis of capsaicin analogues by condensation of vanillylamine and acyl chlorides in a biphase H2O/CHCl3 system

Highly efficient synthesis of capsaicin analogues was developed using condensation of vanillylamine with acyl chlorides in a biphase H2O/CHCl3 system under mild conditions. For C4-C18 aliphatic or aromatic acyl chlorides, the yields were up to 93-96% with high purity after a simple work-up procedure, and only 1-1.16 equiv of acyl chloride was needed in the reaction.