CN106397114A - Preparation method of 4-chlorobenzhydrol - Google Patents
Preparation method of 4-chlorobenzhydrol Download PDFInfo
- Publication number
- CN106397114A CN106397114A CN201610769454.4A CN201610769454A CN106397114A CN 106397114 A CN106397114 A CN 106397114A CN 201610769454 A CN201610769454 A CN 201610769454A CN 106397114 A CN106397114 A CN 106397114A
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- preparation
- methyl alcohol
- aluminium powder
- chlorobenzophenone
- water
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a preparation method of 4-chlorobenzhydrol. Methanol, water, sodium hydroxide, 4-chlorobenzophenone and aluminum powder are adopted as the raw materials, and the 4-chlorobenzophenon, aluminum powder, sodium hydroxide, methanol and water are in a ratio of 1mol:0.8mol:1.3mol:850ml:150ml. The preparation method includes: mixing methanol with water, adding sodium hydroxide and dissolving it completely; adding 4-chlorobenzophenone, stirring the substances fully and evenly, then raising the temperature of the reaction solution to 40-45DEG C; adding a small amount of aluminum powder in batches, and controlling the temperature of the reaction solution at 40-45DEG C; then further performing stirring at 40-45DEG C till a reaction endpoint; and conducting filtering while the reaction product is hot to obtain a 4-chlorobenzophenone crystal, and performing drying. The residue and alkaline water left by the preparation method of 4-chlorobenzhydrol are subjected to neutralization treatment, and the pollution to the environment is little. The preparation method of 4-chlorobenzhydrol provided by the invention has the advantages of simple process, high yield and low energy consumption.
Description
Technical field
The present invention relates to a kind of preparation method of 4- chlorodiphenyl methyl alcohol.
Background technology
4- chlorodiphenyl methyl alcohol can be used as important medicine intermediate.Now commonly use catalytic hydrogenation method, zinc powder reduction method or NaBH4
Reducing process is making 4- chlorodiphenyl methyl alcohol.However, above-mentioned three kinds of methods all have shortcoming, specific as follows：
(1) substantial amounts of accessory substance can be restored with catalytic hydrogenation method simultaneously, and the complex procedures of subsequent treatment accessory substance；
(2), when, using zinc powder reduction method, first crude product need to be made, then by this crude product and petroleum ether, water, the concentrated sulfuric acid and work
Property charcoal reacted, thus be obtained 4- chlorodiphenyl methyl alcohol；Not only complex procedures, and the dirt to environment and consersion unit for the concentrated sulfuric acid
Dye and infringement are big；
(3)、NaBH4Reducing process, needs using substantial amounts of NaBH4, also with accessory substance boron in low yield, and course of reaction
Acid esters.
Content of the invention
It is an object of the invention to overcoming deficiency of the prior art, provide a kind of preparation method of 4- chlorodiphenyl methyl alcohol,
To solve, low yield in the preparation of existing 4- chlorodiphenyl methyl alcohol, complex procedures, pollution be big and the big technical problem of energy consumption.
The present invention is realized in：
A kind of preparation method of 4- chlorodiphenyl methyl alcohol, is former with methyl alcohol, water, NaOH, 4- chlorobenzophenone and aluminium powder
Material, and the proportionate relationship of described 4- chlorobenzophenone, aluminium powder, NaOH, first alcohol and water is 1mol:0.8mol:1.3mol:
850ml:150ml.
Preferably, concrete preparation method is as follows：
(1) first alcohol and water is mixed, add NaOH, dissolving is completely；Add 4- chlorobenzophenone, stir
Afterwards, heating up makes reactant liquor be 40～45 DEG C；It is dividedly in some parts aluminium powder on a small quantity, control reacting liquid temperature to be 40～45 DEG C；Aluminium powder adds
After the completion of, continue to stir until reaching reaction end at 40～45 DEG C；
(2) filter while hot, obtain 4- chlorodiphenyl methyl alcohol crystal, dry, obtain final product.
Present invention also offers a kind of 4- chlorodiphenyl methyl alcohol being prepared from using above-mentioned preparation method.
The beneficial effect that technical scheme is brought is：The preparation method of the 4- chlorodiphenyl methyl alcohol of the present invention is remaining
Slag and buck pass through neutralisation treatment, the less pollution to environment.And the preparation method operation letter of the 4- chlorodiphenyl methyl alcohol of the present invention
Single, yield is high and energy consumption is little.
Specific embodiment
For more fully understanding the present invention, below with reference to specific embodiment, the present invention will be described in detail.
With methyl alcohol, water, NaOH, 4- chlorobenzophenone and aluminium powder as raw material, and described 4- chlorobenzophenone, aluminium powder,
NaOH, the proportionate relationship of first alcohol and water are 1mol:0.8mol:1.3mol:850ml:150ml.Concrete preparation method is as follows：
First step S1：Add methyl alcohol and water in reactor, and maintain the temperature at 15 DEG C, add NaOH, dissolved
Entirely.4- chlorobenzophenone is put into in reactor.4- chlorobenzophenone is thrown in after finishing and is fully stirred evenly, and is cooled to 40～45 DEG C
It is incubated 5 minutes afterwards.In the case that 40～45 DEG C of said temperature is constant, repeatedly compartment of terrain throws in aluminium powder in reactor in batches.
The weight of the aluminium powder thrown in each time is successively decreased, and often the adjacent time interval throwing in aluminium powder twice is also successively decreased.Throw in aluminium each time
Necessary one spoonful one spoonful of at the uniform velocity addition during powder.Preferably, the time throwing in aluminium powder each time is one minute.Throw in when aluminium powder and finish
Afterwards, continue to stir until reaching reaction end at 40～45 DEG C.Taking add 40kg aluminium powder as a example specifically mistake to be described below
Journey, first, after throwing in 4kg aluminium powder in reactor and being spaced 30 minutes, when repeating the weight of above-mentioned input aluminium powder and being spaced
Between throw in aluminium powder 12kg again in reactor points for 3 times；Then, after throwing in aluminium powder 3kg in reactor and being spaced 15 minutes, then weigh
The weight of multiple above-mentioned input aluminium powder and interval time divide 2 input aluminium powder 6kg in reactor again；Followed by reactor
After throwing in aluminium powder 2kg and being spaced 8 minutes, repeat the weight of above-mentioned input aluminium powder and interval time divides 2 times again in reactor
Throw in aluminium powder 4kg；Finally, after throwing in aluminium powder 1kg in reactor and being spaced 5 minutes, repeat the weight of above-mentioned input aluminium powder
Divide 8 times with interval time and throw in aluminium powder 8kg again in reactor, aluminium powder is thrown in and finished.
Second step S2：Reaction end is measured by sampling.After above-mentioned first step S1 is reacted completely, take a small amount of liquid in a kettle.
Body is filtered, and filtrate is placed 10 minutes.When flaky crystal is arranged at the filtrate bottom after placing 10 minutes, then illustrate first
NaOH in step S1,4- chlorobenzophenone and aluminium powder all react and finish, and have had arrived at reaction end.When placement 10 minutes
When having grease in filtrate afterwards, then need to continue to throw in aluminium powder, until be measured by sampling having reached reaction end.
3rd step S3：After sampling and measuring has had arrived at reaction end, carry out heat and filter and obtain 4- chlorodiphenyl methyl alcohol crystalline substance
Body.Specifically, the temperature of filtrate is risen to after 60 DEG C, in press-in crystallization kettle；Again the filtrate in crystallization kettle is cooled down, that is, in crystallization
4- chlorodiphenyl methyl alcohol crystal is separated out in kettle.
4th step S4：Drying obtains 4- chlorodiphenyl methyl alcohol finished product.Specifically, first 4- chlorodiphenyl methyl alcohol crystal is cooled to 10
DEG C, and carry out centrifugal drying material, and in the process, rinse 4- chlorodiphenyl methyl alcohol with running water, to adhere on 4- chlorodiphenyl methyl alcohol
Hydroxide ion all wash out and until 4- chlorodiphenyl methyl alcohol be in neutrality.Finally 4- chlorodiphenyl methyl alcohol dried, pulverize, wrap
Dress, has obtained 4- chlorodiphenyl methyl alcohol finished product.The purity of 4- chlorodiphenyl methyl alcohol is 99.9%, and yield is 92.3%.
Finally, air-distillation will be carried out in the mother liquor suction distillation still in crystallization kettle, to reclaim methyl alcohol.Remaining slag and alkali
Water passes through neutralisation treatment, the less pollution to environment.From above-mentioned narration and list data：The 4- chlorodiphenyl methyl alcohol of the present invention
Preparation method operation simple, yield is high and energy consumption is little.
Above the specific embodiment of the present invention is described in detail, but it has been intended only as example, the present invention has not limited
It is formed on particular embodiments described above.To those skilled in the art, any equivalent modifications that the present invention is carried out and
Substitute also all among scope of the invention.Therefore, the impartial conversion made without departing from the spirit and scope of the invention and
Modification, all should cover within the scope of the invention.
Claims (3)
1. a kind of preparation method of 4- chlorodiphenyl methyl alcohol it is characterised in that with methyl alcohol, water, NaOH, 4- chlorobenzophenone and
Aluminium powder is raw material, and the proportionate relationship of described 4- chlorobenzophenone, aluminium powder, NaOH, first alcohol and water is 1mol:0.8mol:
1.3mol:850ml:150ml.
2. a kind of 4- chlorodiphenyl methyl alcohol according to claim 1 preparation method it is characterised in that concrete preparation method such as
Under：
(1) first alcohol and water is mixed, add NaOH, dissolving is completely；Add 4- chlorobenzophenone, after stirring,
It is 40～45 DEG C that intensification makes reactant liquor；It is dividedly in some parts aluminium powder on a small quantity, control reacting liquid temperature to be 40～45 DEG C；Aluminium powder addition completes
Afterwards, continue to stir until reaching reaction end at 40～45 DEG C；
(2) filter while hot, obtain benzhydrol crystal, dry, obtain final product.
3. the 4- chlorodiphenyl methyl alcohol that a kind of preparation method using claim 1 or 2 is prepared from.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610769454.4A CN106397114A (en) | 2016-08-30 | 2016-08-30 | Preparation method of 4-chlorobenzhydrol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610769454.4A CN106397114A (en) | 2016-08-30 | 2016-08-30 | Preparation method of 4-chlorobenzhydrol |
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| Publication Number | Publication Date |
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| CN106397114A true CN106397114A (en) | 2017-02-15 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610769454.4A Pending CN106397114A (en) | 2016-08-30 | 2016-08-30 | Preparation method of 4-chlorobenzhydrol |
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| CN (1) | CN106397114A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102924236A (en) * | 2012-10-30 | 2013-02-13 | 武汉怡兴化工有限公司 | Preparation method of diphenylmethanol |
-
2016
- 2016-08-30 CN CN201610769454.4A patent/CN106397114A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102924236A (en) * | 2012-10-30 | 2013-02-13 | 武汉怡兴化工有限公司 | Preparation method of diphenylmethanol |
Non-Patent Citations (3)
| Title |
|---|
| SANJAY BHAR* AND CHIRADEEP PANJA: "Pinacol coupling of aromatic aldehydes and ketones. An improved method in an aqueous medium", 《GREEN CHEMISTRY》 * |
| SANJAY BHAR和 SHARMISTHA GUHA: "The remarkable role of water during the chemoselective reduction of ketones mediated by metallic aluminium", 《TETRAHEDRON LETTERS》 * |
| UMMEY RAYHAN等: "Reduction of carbonyl compounds by Raney Ni–Al alloy and Al", 《C. R. CHIMIE》 * |
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| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20170215 |