Preparation of methyl m nitrobenzoate

The theoretical yield is 3. A process as claimed in claim 1, wherein the treatment in stage b is carried out at a pH of from 9 to A process as claimed in claim 1, wherein the treatment in stage a is carried out at a pH of from 5 to 7.

Nitration of methyl benzoate

Allow this mixture to cool. The last-mentioned procedure Org. The major product is the meta product due to carboxyl and nitro groups both being powerful electron withdrawing groups. The actual yield methyl — 3- nitrobenzoate crude product is 2. Be very careful in handling the concentrated sulfuric acid and nitric acid.

Melting point of product 7. The precipitation can be carried out under atmospheric or superatomspheric pressure, continuously or batchwise. A process as claimed in claim 1, wherein the treatment is carried out using a fatty-acid ester, a fatty amine, a fatty-acid amide, a polyglycol ether based on polyethylene oxide or polypropylene oxide, an anionic salt, an organic phosphoric acid compound or a cationic emulsifier.

The mixture is then filtered under suction once again, and the residue is washed with cold methanol and dried. Therefore the reaction is regioselective for nitration at the 3-position. With regard to safety in the factory and protection of the operating personnel, the novel process is better and causes less pollution.

As a rule, from 2 to 10, preferably from 2 to 3, moles, of nitric acid are used per mole of ester. Higher temperatures will provide more heat energy for activation.

Preparation of Methyl M-Nitrobenzoate Essay

However the 3-position is less deactivated towards nitration than the other positions owing to the relative stability of the different intermediates. If you get acid on you be sure to wash with large amounts of water and contact your TA immediately for assistance.

A suitable starting mixture for the novel process is a methyl m-nitrobenzoate which is obtained by one of the conventional working-up procedures. STR1 Compared with the conventional processes, the process according to the invention gives methyl m-nitrobenzoate in better yield and purity and by a simpler and more economical route.

The filtration residue can then be fed, either directly or advantageously after washing with water, to the treatment according to the invention. Wash the crude product with a little ice-cold water.

US4506089A - Preparation of methyl m-nitrobenzoate - Google Patents

The major part of the p-isomer is hydrolyzed in stage band the resulting p-nitrobenzoic acid is, for example, precipitated at an acidic pH and separated off by filtration. These will be removed when product is washed in methanol and purified. A suspension is formed, and this is kept first at the higher temperature of stage a and then at the lower temperature of stage bunder the above-mentioned conditions reaction time, reaction temperature and reaction pH for the two stages.

The nitration of methyl benzoate with nitric acid for the preparation of the m-nitro compound can be carried out by a conventional method, for example one of the processes described in the above publications.

Table 1 provides the melting point and mass of the pure methyl m-nitrobenzoate. However, it is not possible to obtain the pure m-nitro ester by the processes described.

At the end of stage bthe major part of the o-isomer forms an emulsion with the emulsifier and remains in the filtrate after the methyl m-nitrobenzoate has been isolated. Introduction Aromatic substituition is electrophilic, due to high density in benzene ring.

A suitable starting mixture for the novel process is a methyl m-nitrobenzoate which is obtained by one of the conventional working-up procedures.

US4506089A - Preparation of methyl m-nitrobenzoate - Google Patents

Advantageous substances are nonionic emulsifiers, such as fatty-acid esters, fatty amines, fatty-acid amides and polyglycol ethers based on polyethylene oxide or polypropylene oxide, preferably of the N to N and N to N types Ullmann, loc.

In stage athe pH is brought toadvantageouslywhile in stage b the pH is brought to not less than 9, expediently from 9 to 14, advantageously from 10 to 14, in particular from 12 to Since the resulting methyl m-nitrobenzoate is virtually pure and contains only traces of impurities, this end product is advantageous for direct further processing, for example catalytic reductive alkylation to give methyl m-N,N-dimethylaminobenzoate.

Synthesis of Methyl m-Nitrobenzoate

The actual electrophile in the reaction is the nitronium ionwhich is generated in the reaction mixture using concentrated nitric acid and concentrated sulphuric acid.

Write equations for side reactions and explain how side products were removed from the product. This is the nitrating mixture. This is the mechanisms of for nitration of methyl benzoate: The filtration residue can then be fed, either directly or advantageously after washing with water, to the treatment according to the invention.

Instead of nitric acid, it is also possible to use an appropriate amount of a substance which forms this acid in the reaction mixture, for example an inorganic nitrate, such as sodium nitrate or potassium nitrate. As a rule, stage a is carried out at above the melting point of methyl m-nitrobenzoate.

The mixture is kept at the reaction temperature for a further hours. Furthermore, the isomer mixture contains small amounts of methyl dinitrobenzoate, nitrophenol compounds and other unknown by-products, which may be present in varying amounts.The objective of this experiment is to synthesize methyl m-nitrobenzoate from methyl benzoate and will be purified by recrystallization with methanol.

To make sure that the correct product is formed, the melting point and tlc profile are obtained.

Synthesis of Methyl m-Nitrobenzoate

Preparation of methyl 3-nitrobenzoate a Weigh g of methyl benzoate into a dry 50 cm 3 conical flask. b Slowly add 4 cm 3 of concentrated sulfuric acid to the methyl benzoate with swirling to.

Preparation of methyl 3-nitrobenzoate a Weigh g of methyl benzoate into a dry 50 cm 3 conical flask. b Slowly add 4 cm 3 of concentrated sulfuric acid to the methyl benzoate with swirling to. Methyl m-Nitrobenzoate was synthesized from Methyl Benzoate using nitric and sulfuric acids. The experiment resulted in grams of purified compound, which is a percent yield.

The experiment resulted in grams of purified compound, which is a percent yield. Packaging g in poly bottle Application Methyl 3-nitrobenzoate was used in the preparation of iodoarene. Preparation of methyl m-nitrobenzoate by nitration using methyl benzoate, nitric acid, and sulfuric acid Aileen Quintana TA: Sijie Tues/Thurs Introduction: The purpose of this lab was to explore the concepts of electrophilic aromatic substitution, specifically nitration by synthesizing methyl m-nitrobenzoate using methyl benzoate.

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Preparation of methyl m nitrobenzoate
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