P-Anisaldehyde CAS 123-11-5

Dissolving P-Anisaldehyde in a natural solvent, under the action of a driver composition, undertakes a methylation reaction with dimethyl carbonate, as well as the resulting reaction solution is filtered and also distilled to acquire p-methoxybenzaldehyde;

Wherein, the catalyst structure consists of a very first stimulant as well as a 2nd stimulant, where the initial stimulant is a stage transfer stimulant, and also the 2nd catalyst is selected from a basic driver, an acidic driver or an organic enzyme catalyst;

The molar ratio of P-Anisaldehyde: dimethyl carbonate: very first driver: 2nd driver is (0.5-1): 1.24: (0.05-0.1): (0.2-0.75);

The stage transfer catalyst is tetramethylammonium chloride, tetramethylammonium bromide or tetrabutylammonium bromide;.

Ideally, the second stimulant is chosen from sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, salt methylate, organic amines, highly fundamental anion exchange resins, bimetallic oxides, clay, molecular sieves, composite oxides, Supported alkali steel oxides, focused sulfuric acid, sulfonic acid, strongly acidic cation exchange resin, zirconium sulfate, tin sulfate, zirconium oxide or zirconium tungstate.

The artificial route of the P-Anisaldehyde in the technical system of the present development is:

The artificial path of P-Anisaldehyde.

Amongst them, PTC is a phase transfer stimulant.

In the technical system of the present development, to start with, p-hydroxybenzaldehyde is put in a four-necked flask with a stirrer as well as a reflux device, and also an organic solvent as well as a driver composition are included.

Wherein, the organic solvent is not especially minimal, as well as it can be picked from generally used reagents in the art, such as DMSO, xylene, chlorobenzene, acetonitrile, pyridine, DMF and so on. Yet as preferably, in some personifications of today invention, the inventor has actually studied the impact of response solvent on response return, and also its outcome shows, utilize DMF as the solvent in the synthetic technique of the present innovation than various other organic solvents, can acquire The reason for the greater return may be that solid polar solvents are a lot more conducive to the reaction, and in this reaction, DMF has a far better solvation impact than natural solvents such as DMSO, which is a lot more for the response.

In the methylation reaction of the technical service of today development, the inventors made use of a phase transfer stimulant. Stage transfer catalysts are utilized to catalyze such a two-phase reaction. The response process mainly consists of the transfer of reactants from one phase to the various other and the chemical reaction between the moved compound as well as the material to be moved. The stage transfer driver of today creation includes: tetramethylammonium chloride, tetramethylammonium bromide or tetrabutylammonium bromide.

Ideally, in the prep work technique of p-methoxybenzaldehyde of today innovation, the phase transfer stimulant is tetramethylammonium chloride. When tetramethylammonium chloride is used as a stage transfer driver, it can create very good results no matter from the response return or the item purity. Moreover, in some personifications of today invention, the developers researched the certain enhancement ratio of tetramethylammonium chloride to make the effect extra exceptional. Extra preferably, when n( TMAC): n( PHB)= 0.0973, the response yield and product purity are optimum.

Along with those phase transfer stimulant, the driver in the synthesis technique of the technical remedy of today invention additionally includes a 2nd driver. The 2nd catalyst is primarily utilized to provide a certain atmosphere.

Additionally, in some embodiments of the here and now creation, the developers also studied the impact of the type and also quantity of the second driver on the return as well as item pureness of the synthesis method of the present creation. The outcomes reveal that when the 2nd stimulant is selected from sodium carbonate, potassium carbonate, salt hydroxide or potassium hydroxide, no matter in terms of reaction yield or item pureness, excellent results can be produced. Extra ideally, when the molar proportion of the second catalyst: p-hydroxybenzaldehyde = 0.56:0.75, the reaction return and product purity are optimal.

After that, under typical stress as well as a temperature level of 60-70 ° C., stir as well as go down dimethyl carbonate, raise the temperature to 120-150 ° C., reflux for 3-5 hours, as well as finish the reaction.

In the synthesis approach of the present creation, the molar ratio of the raw material p-hydroxybenzaldehyde: dimethyl carbonate: the very first stimulant: the 2nd driver is (0.5-1): 1.24: (0.05-0.1): (0.2-0.75). When the molar ratio of different basic materials is within the above variety, better response return as well as item pureness can be gotten.

Preferably, the molar ratio of p-hydroxybenzaldehyde: dimethyl carbonate: very first catalyst: 2nd catalyst is (0.7-0.8): 1.24: (0.07-1): (0.5-0.6).

Ideally, the molar ratio of p-hydroxybenzaldehyde: dimethyl carbonate: initial driver: 2nd stimulant is 0.75: 1.24: 0.073: 0.56.

The reaction vessel of today creation can use a four-necked flask outfitted with a stirrer as well as a reflux device. The amount of the organic solvent added in the response can be 3.65-7.30 times the molar amount of P-Anisaldehyde.

Preferably, the temperature of the methylation reaction in the here and now creation is 130 ° C., and also the reaction time is 5 hrs.

Ultimately, the resulting response remedy was filteringed system and also distilled to acquire p-methoxybenzaldehyde.

Wherein, the filtering is to recuperate insoluble compounds such as catalysts, which can be accomplished using conventional filtering techniques and tools in the art, such as suction filtering using a Buchner funnel.

The distillation is to boil down off the solvent and dimethyl carbonate at air pressure initially, and then to boil down under reduced stress, as well as accumulate portions at 500 Pa and also 140-150 ° C. This procedure can be carried out making use of conventional techniques and also devices in the art, such as a rotating evaporator and so on.

Afterwards, the recovered solvent can be separated by correction to separate DMF as well as spin-off methanol, and the phase transfer driver that has not participated in the reaction at the end of the bottle can be recrystallized and recovered by utilizing the by-product methanol, so regarding accomplish repeated recycling.