CN102924236B - Preparation method of diphenylmethanol - Google Patents
Preparation method of diphenylmethanol Download PDFInfo
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- CN102924236B CN102924236B CN201210422917.1A CN201210422917A CN102924236B CN 102924236 B CN102924236 B CN 102924236B CN 201210422917 A CN201210422917 A CN 201210422917A CN 102924236 B CN102924236 B CN 102924236B
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Abstract
The invention provides a preparation method of diphenylmethanol, which comprises the following steps of: firstly, adding raw materials in a reaction kettle for reacting; secondly, sampling and measuring a reaction end point; thirdly, thermally filtering to obtain diphenylmethanol crystals; and fourthly, drying the diphenylmethanol crystals to obtain the diphenylmethanol finished product. In the first step, the added raw materials are methanol, water, caustic soda flake, benzophenone and aluminum powder; and the mol ratio of the benzophenone to the aluminum powder and the caustic soda flake is 1:(0.9-1):1.1 and the concentration of the methanol is 60-70 percent. Slag and alkaline water generated in the method for preparing the diphenylmethanol are neutralized, and almost do not cause environmental pollution; and the preparation method has the advantages of simple procedure, high yield and low energy consumption.
Description
[technical field]
The present invention relates to a kind of preparation method of benzhydrol.
[background technology]
Benzhydrol can be used as important medicine intermediate.Now conventional shortening method, zinc powder reduction method or NaBH4 reduction method are made benzhydrol.But, above-mentioned three kinds of equal existent defects of method, specific as follows:
(1), can restore a large amount of by products by shortening method, and the complex procedures of subsequent disposal by product simultaneously;
(2), during by zinc powder reduction method, need first make thick product, then this thick product is reacted with sherwood oil, water, the vitriol oil and gac, thereby make benzhydrol; Not only complex procedures, and the vitriol oil is large to the pollution and harm of environment and conversion unit;
(3), NaBH4 reduction method, need to use a large amount of NaBH4, productive rate is low, and in reaction process also with by product boric acid ester.
[summary of the invention]
In view of this, be necessary to provide a kind of preparation method of benzhydrol, to solve, productive rate in the preparation of existing benzhydrol is low, complex procedures, pollution is large and energy consumption is large technical problem.
For achieving the above object, the invention provides a kind of preparation method of benzhydrol, it comprises following step: the first step, adds raw material in reactor and react; Second step, sampling and measuring reaction end; The 3rd step, benzhydrol crystal is filtered and obtained to heat, and the 4th step, oven dry obtains benzhydrol finished product, in the first step, the raw material adding is methyl alcohol, water, sheet alkali, benzophenone and aluminium powder, and the molar ratio of benzophenone, aluminium powder and sheet alkali to close be 1:0.9 ~ 1:1.1, and the concentration of methyl alcohol is 60 ~ 70%.
Further, the molar ratio of benzophenone, aluminium powder and sheet alkali pass is 1:0.9:1.1.
Further, the first step comprise that next coming in order carry out as the next stage: the first stage, in reactor, add methyl alcohol and water, and maintain the temperature at the concentration of testing methyl alcohol at 15 DEG C; Subordinate phase after the methanol concentration in the first stage meets the demands, drops into sheet alkali, and measures alkali concn in reactor; Phase III, after the alkali concn in subordinate phase meets the demands, in reactor, drop into benzophenone, after fully stirring evenly, at the temperature of 47 ~ 54 DEG C, predetermined time is placed in insulation; Fourth stage, keeps 47 ~ 54 DEG C temperature-resistant, in batches repeatedly compartment of terrain to input aluminium powder at the uniform velocity in reactor.
Further, in the first stage, by the concentration of alcoholometer test methyl alcohol.
Further, be at 15 DEG C in temperature, in the time that the concentration of the methyl alcohol in the first stage is 67.0 ± 0.5%, then carries out subordinate phase and drop into sheet alkali in reactor.
Further, in the time that the concentration of the methyl alcohol in the first stage is 67%, then carries out subordinate phase and drop into sheet alkali in reactor.
Further, in subordinate phase, use determination of acid-basetitration alkali concn.
Further, be at 60 DEG C in temperature, in the time that alkali concn is 5.4 ~ 5.5%, then carries out the phase III and drop into benzophenone in reactor.
Further, in the phase III, after benzophenone fully stirs evenly, at the temperature of 47 ~ 54 DEG C, insulation is placed 5 minutes.
Further, in fourth stage, the weight of the aluminium powder of throwing in is each time successively decreased, and every adjacent timed interval of throwing in aluminium powder for twice also successively decreases.
The beneficial effect that the technical scheme that the embodiment of the present invention provides is brought is: remaining slag and the buck of preparation method of benzhydrol of the present invention passes through neutralizing treatment, to the less pollution of environment.And preparation method's operation of benzhydrol of the present invention is simple, and productive rate is high and energy consumption is little.
Except object described above, feature and advantage, the present invention also has other object, feature and advantage.Below with reference to figure, the present invention is further detailed explanation.
[brief description of the drawings]
The accompanying drawing that forms the application's a part is used to provide a further understanding of the present invention, and schematic description and description of the present invention is used for explaining the present invention, does not form inappropriate limitation of the present invention.In the accompanying drawings:
Fig. 1 is the preparation method's of the benzhydrol of the preferred embodiment of the present invention schematic flow sheet.
[embodiment]
For understanding better the present invention, below with reference to accompanying drawing, inventive embodiment is described in detail.
Please refer to Fig. 1, the preparation method of the benzhydrol that the preferred embodiment of the present invention provides comprises following step:
The first step S1: add successively methyl alcohol, water, sheet alkali, benzophenone and aluminium powder in reactor, it is fully reacted.Preferably, the concentration of methyl alcohol is 60 ~ 70%, and the most preferably, the concentration of methyl alcohol is 67.0 ± 0.5%, and the best is 67%.Preferably, the molar ratio of the benzophenone in reactor, aluminium powder and sheet alkali pass is 1:0.9 ~ 1:1.1; The most preferably, the molar ratio of the benzophenone in reactor, aluminium powder and sheet alkali pass is 1:0.9:1.1.
Particularly, above-mentioned the first step S1 carries out following several stages successively: first, first stage S11 adds methyl alcohol and water in reactor, and maintains the temperature at 15 DEG C, by the concentration of alcoholometer test methyl alcohol.
Then, subordinate phase S13 in the time that the concentration of methyl alcohol is 67%, drops into sheet alkali, and is warming up to 60 DEG C in reactor.After fully stirring, use determination of acid-basetitration alkali concn.
Phase III S 15 in the time that alkali concn is 5.4 ~ 5.5%, drops into benzophenone in reactor.Benzophenone fully stirs evenly after throwing in, and after being cooled to 47 ~ 54 DEG C, for some time is placed in insulation.Preferably, temperature keeps after being down to 47 DEG C 5 minutes.
Fourth stage S1 7, in the situation that 47 ~ 54 DEG C of said temperatures are constant, repeatedly aluminium powder is thrown in compartment of terrain in reactor in batches.The weight of the aluminium powder of throwing in is each time successively decreased, and every adjacent timed interval of throwing in aluminium powder for twice also successively decreases.Must one spoonful of one spoonful at the uniform velocity adds while throwing in aluminium powder each time.The time of preferably, throwing in each time aluminium powder is one minute.After aluminium powder is thrown in, temperature is risen to 50 ~ 55 DEG C, and keep 30 minutes.Below to add the 40kg aluminium powder process concrete as example illustrates, first, to throwing in 4kg aluminium powder interval in reactor after 30 minutes, then repeat the weight of above-mentioned input aluminium powder and divide interval time and in reactor, throw in aluminium powder 12kg again 3 times; Then, to throwing in aluminium powder 3kg interval in reactor after 15 minutes, then repeat the weight of above-mentioned input aluminium powder and divide interval time and in reactor, throw in aluminium powder 6kg again 2 times; Follow again, to throwing in aluminium powder 2kg interval in reactor after 8 minutes, then repeat the weight of above-mentioned input aluminium powder and divide interval time and in reactor, throw in aluminium powder 4kg again 2 times; Finally, to throwing in aluminium powder 1kg interval in reactor after 5 minutes, then repeat the weight of above-mentioned input aluminium powder and divide interval time and in reactor, throw in aluminium powder 8kg again 8 times, aluminium powder is thrown in complete.
Below in conjunction with embodiment, formula of the present invention is described further, preparation method is described above.Wherein, the company standard of the purity of benzhydrol is purity >=99.5%.
Embodiment 1
If following table 1 is the benzophenone of 1mol, 1.1mol sheet alkali obtains Different Weight benzhydrol after reacting with the aluminium powder of different mass in the methyl alcohol of 67% concentration:
Table 1
As shown in Table 1: when the consumption of benzophenone, sheet alkali and methyl alcohol and concentration are when constant, the yield of aluminium powder throwing amount benzhydrol product in the time of 0.9mol ~ 1mol is all higher; After but aluminium powder throwing amount exceedes 0.9mol, the yield of benzhydrol product changes little, and institute thinks that cost-saving consideration, the consumption of aluminium powder the best are 0.9mol.
Embodiment 2
If following table 2 is the benzophenone of 1mol, the aluminium powder of 0.9mol, 1.1mol sheet alkali obtains Different Weight benzhydrol after reacting under different concns:
Table 2
As shown in Table 2: when consumption one timing of benzophenone, aluminium powder, sheet alkali, when methanol concentration is 60% ~ 70%, the yield of benzhydrol product is higher, then the methyl alcohol that is concentration between 60% ~ 70% by concentration tests contrast, determines the best when methanol concentration is 67%.
Embodiment 3
As following table 3 are 1mol benzophenone, the aluminium powder of 0.9mol and the sheet alkali of different mass obtains the benzhydrol of Different Weight after reacting in the methyl alcohol of 67% concentration:
Table 3
As shown in Table 3: when benzophenone, aluminium powder, methanol concentration certain, when sheet alkali is 1.1 ~ 1.3mol, the yield of benzhydrol product is higher, after but sheet alkali throwing amount exceedes 1.1mol, the yield of benzhydrol product changes little, institute thinks cost-saving consideration, and the consumption of sheet alkali the best is 1.1mol.
Embodiment 4
As the benzophenone of following table 4 different masies, aluminium powder obtain the benzhydrol of Different Weight after reacting in the methyl alcohol of 67% concentration with sheet alkali:
Table 4
Second step S2: sampling and measuring reaction end.When after above-mentioned the first step S1 complete reaction, the liquid that takes a morsel in reactor filters, and filtrate is placed 10 minutes.In the time having plate crystal bottom the filtrate of placing after 10 minutes, illustrate that sheet alkali, benzophenone and the aluminium powder in the first step S 1 all reacts complete, arrive reaction end.In the time having oily matter in the filtrate of placing after 10 minutes, need to continue to throw in aluminium powder, until sampling and measuring has reached reaction end.
The 3rd step S3: when sampling and measuring has arrived after reaction end, carry out heat and filter and obtain benzhydrol crystal.Particularly, the temperature of filtrate is risen to after 70 DEG C, be pressed in crystallization kettle; By cooling the filtrate in crystallization kettle, in crystallization kettle, separate out benzhydrol crystal again.
The 4th step S4: dry and obtain benzhydrol finished product.Particularly, first benzhydrol crystal is cooled to 10 DEG C, and carries out centrifugal drying material, and in this process, rinse benzhydrol with tap water, all wash out and until benzhydrol is neutral with the hydroxide ion adhering on benzhydrol.Finally benzhydrol is dried, pulverizes, packed, obtained benzhydrol finished product.
Finally, by carrying out air distillation in the mother liquor suction still kettle in crystallization kettle, to reclaim methyl alcohol.Remaining slag and buck are by neutralizing treatment, to the less pollution of environment.From above-mentioned narration and list data: preparation method's operation of benzhydrol of the present invention is simple, and productive rate is high and energy consumption is little.
The above embodiment has only expressed several embodiment of the present invention, and it describes comparatively concrete and detailed, but can not therefore be interpreted as the restriction to the scope of the claims of the present invention.It should be pointed out that for the person of ordinary skill of the art, without departing from the inventive concept of the premise, can also make some distortion and improvement, these all belong to protection scope of the present invention.Therefore, the protection domain of patent of the present invention should be as the criterion with claims.
Claims (9)
1. a preparation method for benzhydrol, it comprises following step: the first step, adds raw material in reactor and react; Second step, sampling and measuring reaction end; The 3rd step, benzhydrol crystal is filtered and obtained to heat, and the 4th step, dries and obtain benzhydrol finished product, it is characterized in that:
In the described the first step, the raw material adding is methyl alcohol, water, sheet alkali, benzophenone and aluminium powder, and the molar ratio of described benzophenone, aluminium powder and sheet alkali to close be 1:0.9～1:1.1, and the concentration of described methyl alcohol is 60～70%;
The described the first step comprise that next coming in order carry out as the next stage:
First stage adds described methyl alcohol and water in described reactor, and maintains the temperature at the concentration of testing described methyl alcohol at 15 DEG C;
Subordinate phase after the methanol concentration in the described first stage meets the demands, drops into described alkali, and measures alkali concn in described reactor;
Phase III, after the alkali concn in described subordinate phase meets the demands, in described reactor, drop into described benzophenone, after fully stirring evenly, at the temperature of 47～54 DEG C, predetermined time is placed in insulation;
Fourth stage, keeps 47～54 DEG C temperature-resistant, in batches repeatedly compartment of terrain to the described aluminium powder of input at the uniform velocity in described reactor.
2. the preparation method of benzhydrol according to claim 1, is characterized in that: it is 1:0.9:1.1 that the molar ratio of described benzophenone, aluminium powder and sheet alkali closes.
3. the preparation method of benzhydrol according to claim 2, is characterized in that: in the described first stage, test the concentration of described methyl alcohol with alcoholometer.
4. the preparation method of benzhydrol according to claim 2, it is characterized in that: be at 15 DEG C in temperature, in the time that the concentration of the described methyl alcohol in the described first stage is 67.0 ± 0.5%, then carries out described subordinate phase and drop into described alkali in described reactor.
5. the preparation method of benzhydrol according to claim 4, is characterized in that: in the time that the concentration of the described methyl alcohol in the described first stage is 67%, then carries out described subordinate phase and drop into described alkali in described reactor.
6. the preparation method of benzhydrol according to claim 2, is characterized in that: in described subordinate phase, with alkali concn described in determination of acid-basetitration.
7. the preparation method of benzhydrol according to claim 2, is characterized in that: be at 60 DEG C in temperature, in the time that described alkali concn is 5.4～5.5%, then carries out the described phase III and drop into described benzophenone in described reactor.
8. the preparation method of benzhydrol according to claim 2, is characterized in that: in the described phase III, after described benzophenone fully stirs evenly, at the temperature of 47～54 DEG C, insulation is placed 5 minutes.
9. the preparation method of benzhydrol according to claim 2, is characterized in that: in described fourth stage, the weight of the described aluminium powder of throwing in is each time successively decreased, and the timed interval of every adjacent twice described aluminium powder of input also successively decreases.
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| CN104086342B (en) * | 2014-07-25 | 2015-09-23 | 顾祥茂 | A kind of synthetic method of medicine intermediate aryl substituted carbinol compound |
| CN106397114A (en) * | 2016-08-30 | 2017-02-15 | 枣阳凤泽精细化工有限公司 | Preparation method of 4-chlorobenzhydrol |
| CN108017518B (en) * | 2018-01-30 | 2020-10-30 | 湖北远大富驰医药化工股份有限公司 | 1, 3-diphenyl-1-propanol and preparation method thereof |
| CN109320398B (en) * | 2018-08-28 | 2022-03-18 | 浙江工业大学 | Method for synthesizing benzhydryl alcohol by catalytic hydrogenation of benzophenone |
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| US5780692A (en) * | 1995-12-28 | 1998-07-14 | Takasago International Corporation | Process for producing optically active benzhydrol compounds |
| CN102241566A (en) * | 2011-05-09 | 2011-11-16 | 中山奕安泰医药科技有限公司 | Method for preparing diphenyl carbinol and derivatives thereof |
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| US5780692A (en) * | 1995-12-28 | 1998-07-14 | Takasago International Corporation | Process for producing optically active benzhydrol compounds |
| CN102241566A (en) * | 2011-05-09 | 2011-11-16 | 中山奕安泰医药科技有限公司 | Method for preparing diphenyl carbinol and derivatives thereof |
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Address after: 430040, No. eleven, Wuhuan Road, East West Lake District, Wuhan, Hubei Patentee after: WUHAN EASTIN CHEMICAL INDUSTRY Co.,Ltd. Address before: 430040, No. eleven, Wuhuan Road, East West Lake District, Wuhan, Hubei Patentee before: WUHAN YIXING CHEMICAL CO.,LTD. |
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Effective date of registration: 20191223 Address after: 432405 No.2 development road, Changjiang Saifu Industrial Park, Yingcheng Changjiang office, Xiaogan City, Hubei Province Patentee after: Hubei ruikaixing Technology Co.,Ltd. Address before: 430040, No. eleven, Wuhuan Road, East West Lake District, Wuhan, Hubei Patentee before: WUHAN EASTIN CHEMICAL INDUSTRY Co.,Ltd. |