618-92-8

Upstream product

• 764-85-2 Nonanoyl chloride 
• 1196-92-5 Vanillylamin 
• 102811-97-2 N-(4-benzyloxy-3-methoxy-benzyl)-nonanamide 
• 90-05-1 2-methoxy-phenol 
• 871570-36-4 3-methoxy-4-(triisopropylsilyloxy)-N-(nonanoyl)benzylamine 
• 222622-85-7 3-methoxy-4-(triisopropylsilyloxy)benzonitrile 
• 222620-67-9 3-methoxy-4-(triisopropylsilyloxy)-benzylamine 
• 4421-08-3 3-methoxy-4-hydroxybenzonitrile 
• 112-05-0 nonanoic acid 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 67023-43-2 4-benzyloxy-3-methoxy-benzylamine 
• 887256-95-3 (4,5-dimethoxy-2-nitrobenzyl)-2'-methoxy-4'-(nonanamidomethyl)phenylcarbonate 
• 7149-10-2 vanillylamine hydrochloride 
• 1120-07-6 nonanamide 

Downstream Products

• 1417436-80-6 C₃₀H₃₇N₃O₅ 
• 1417436-74-8 C₂₉H₃₇BrN₂O₅ 

Relevant academic research and scientific papers

Preparation method of capsaicin and capsaicin prepared by using method

The invention relates to a capsaicin preparation method and capsaicin prepared by the method. The preparation method comprises the steps that: in the presence of an organic solvent and a catalyst, vanillylamine and carboxylic acid serve as reactants, after amidation reaction, capsaicin reaction liquid is obtained, and the catalyst comprises a boric acid ester compound. Compared with the prior art, the capsaicin preparation method provided by the invention has the following beneficial effects: 1) a large amount of water is not generated in the reaction process, violent reflux for water separation is not needed, the production cost is reduced, and the production safety is improved; 2) boric acid is replaced by the boric acid ester compound, so that the reaction time can be shortened, the reaction yield can be improved, and the product purity is very high; and 3) the boric acid ester compound can be recycled after proper treatment after the reaction, so that the production cost is saved, and green production is realized.

Preparation method of capsaicine and capsaicine prepared by method

The invention provides a preparation method of capsaicine and capsaicine prepared by the method. The preparation method comprises the following steps: in the presence of an organic solvent and a catalyst, by taking vanillylamine carboxylate and carboxylic acid as reactants, carrying out amidation reaction to obtain a capsaicine reaction liquid. Compared with the prior art, the capsaicine preparation method provided by the invention at least has one of the following beneficial effects: 1) vanillylamine is converted into vanillylamine carboxylate, so that the problem of oxidative discoloration of vanillylamine is avoided, and the problems of purification, drying and storage of intermediate products are solved; 2) the vanillylamine carboxylate can be directly used for the next amidation reaction, other substances are not introduced, and the amidation reaction, operation and post-treatment are not influenced; and 3) after the vanillylamine solid is salified and dissolved, the thorough separation of the Raney Ni catalyst is facilitated, and the catalyst separated by the method can be continuously used after being treated.

Novel method for preparing N-(4-hydroxy-3-methoxybenzyl) nonamine without catalyst

The invention belongs to the technical field of chemical synthesis, and discloses a novel catalyst-free method for preparing N-(4-hydroxy-3-methoxybenzyl) nonanolamine, which comprises the following steps: by taking 4-hydroxy-3-methoxybenzyl amine and n-nonanoic acid as raw materials and ethyl acetate as a solvent, adding a water absorbent into a high-pressure reaction kettle, heating to 75 DEG C, stirring and reacting for 14-16 hours to prepare N-(4-hydroxy-3-methoxybenzyl) nonyl amine; wherein the molar ratio of the 4-hydroxy-3-methoxybenzylamine to the n-nonanoic acid is 1: 1. The process is simple, the production cost is greatly reduced, the reaction conditions are simple, the operation is easy, the product yield is high, the purity is high, the solvent recovery rate is high, the method is green and environment-friendly, and the obtained N-(4-hydroxy-3-methoxybenzyl) nonamine product is stable in quality and suitable for industrial production.

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.

Method for preparing azelaic acid vanilla amide (by machine translation)

3 - Methoxyl 3 - hydroxybenzylamine and n-nonanoic acid are subjected to dehydration reaction under the catalytic action of aryl boronic acid, and the reaction time is -4 - and after stirring, the organic solvent is 3 - removed.4 - The method further comprises the following steps 1 of cooling to room temperature under the catalysis of aryl boronic acid; stirring after 1.2 adding water to obtain a pale yellow transparent -4 - liquid; and carrying out 10% dehydration reaction under a catalytic 25 °C - 85 °C action of aryl boronic 20min - 5h acid to obtain a white solid powder of anisononanoic acid. The method is simple in process, low in cost, high in yield, high in atom economy, low in reaction condition, high in product purity and environmentally friendly. (by machine translation)

Capsaicin preparation method and the preparation method of the capsaicin (by machine translation)

The present invention provides a capsaicin preparation method and the preparation method of the capsaicin. The capsaicin preparation method comprises: to vanilla amine free base and carboxylic acid as raw materials, the use of SiO2 - H3 BO3 Catalyst, in the acylation reaction is carried out in a solvent, to obtain the capsaicin reaction solution. The present invention provides capsaicin preparation method, compared with the prior art, has the following advantages: 1) with carboxylic acid as the raw material, to avoid the preparation of the acyl chloride and a large number of strong corrosive organic waste liquid generation; 2) SiO for2 - H3 BO3 Catalyst instead of boric acid as catalyst, can realize the repeated use of the catalyst, and the cost is reduced, significantly reduces the production of waste water containing boron; 3) can effectively shorten the reaction time, reduce energy consumption. (by machine translation)

Novel method for preparing synthetic capsaicin

The invention relates to a novel method for preparing synthetic capsaicin. The novel method comprises the following step of by taking vanillin amine and n-nonanoic acid as raw materials and taking toluene as a solvent, performing dewatering reaction under the catalytic action of boric acid to prepare the synthetic capsaicin, wherein the molar ratio of the vanillin amine and the n-nonanoic acid is1 to 1, the molar ratio of the vanillin amine and the boric acid is 1 to (0.05-0.20), the dosage of the toluene is as follows: adding 8-10mL toluene per 1g vanillin amine, a temperature of the dewatering reaction is 120-130 DEG C, and the reaction time is 8-10h. The novel method also comprises the following steps of cooling to room temperature after the dewatering reaction is finished, washing with water, drying with anhydrous sodium sulfate, performing decompression recovery on the toluene by using a rotary evaporator, and stirring residual liquid for crystallization to obtain the synthetic capsaicin. The novel method provided by the invention is simple in technology, low in cost, high in yield, low in reaction condition and high in product purity, is environmentally friendly and solves the problems of non environmental protection, low yield, complex aftertreatment and the like of a method for synthesizing capsaicin in the prior art.

A capsaicin preparation method

The invention discloses a preparation method of capsaicine. The method takes vanillin as a raw material, and comprises the steps of: carrying out reaction in an ammonia-gas-containing methanol solution; carrying out hydrogenation reduction by sodium borohydride; carrying out hydrochlorination on the vanillin amine collected from the reaction product; adding the intermediate vanillin amine hydrochloride into a dimethyl formamide (DMF) solvent, and dissolving; and adding nonoic acid, triethylamine and a condensing agent HBTU into the solution, and carrying out condensation reaction to obtain the target product capsaicine. The detection proves that the purity reaches up to more than 98%, and the total yield is 72.1%-81.1%. The preparation method is mild in reaction conditions, high in controllability of the operation process, low in cost and good in purity; a thin layer chromatography (TLC) detection method is used for controlling the reaction process, so that the obtained target product capsaicine is stable in quality and suitable for industrial production.

SYNTHESIS OF AMIDES AND AMINES FROM ALDEHYDES OR KETONES BY HETEROGENEOUS METAL CATALYSIS

This invention concerns the first mild and efficient synthesis of primary amines and amides from aldehydes or ketones using a heterogeneous metal catalystand amine donor. The initial heterogeneous metal- catalyzed reaction between the carbonyl and the amine donor components is followed up with the addition of a suitable acylating agent component in one-pot. Hence, the present invention provides a novel catalytic one-pot three-component synthesis of amides. Moreover, the integration of enzyme catalysis allows for eco-friendly one-pot co-catalytic synthesis ofamides from aldehyde and ketone substrates, respectively. The process can be applied to the co-catalytic one-pot three-component synthesis of capsaicin and its analogues from vanillin or vanillyl alcohol. It can also be applied for asymmetric synthesis. In the present invention, a novel co-catalytic reductive amination/dynamic kinetic resolution (dkr) relay sequence for the asymmetric synthesis of optically active amides from ketones is disclosed. Moreover, implementation of a catalytic reductive amination/kinetic resolution (kr) relay sequence produces the corresponding optically active amide product and optical active primary amine product with the opposite stereochemistry from the starting ketones.

Integrated Heterogeneous Metal/Enzymatic Multiple Relay Catalysis for Eco-Friendly and Asymmetric Synthesis

Organic synthesis is in general performed using stepwise transformations where isolation and purification of key intermediates is often required prior to further reactions. Herein we disclose the concept of integrated heterogeneous metal/enzymatic multiple relay catalysis for eco-friendly and asymmetric synthesis of valuable molecules (e.g., amines and amides) in one-pot using a combination of heterogeneous metal and enzyme catalysts. Here reagents, catalysts, and different conditions can be introduced throughout the one-pot procedure involving multistep catalytic tandem operations. Several novel cocatalytic relay sequences (reductive amination/amidation, aerobic oxidation/reductive amination/amidation, reductive amination/kinetic resolution and reductive amination/dynamic kinetic resolution) were developed. They were next applied to the direct synthesis of various biologically and optically active amines or amides in one-pot from simple aldehydes, ketones, or alcohols, respectively.