CN107892645A - A kind of method of the high efficiency synthesis propane diols of 2 phenyl 1,3 - Google Patents
A kind of method of the high efficiency synthesis propane diols of 2 phenyl 1,3 Download PDFInfo
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- CN107892645A CN107892645A CN201711016186.XA CN201711016186A CN107892645A CN 107892645 A CN107892645 A CN 107892645A CN 201711016186 A CN201711016186 A CN 201711016186A CN 107892645 A CN107892645 A CN 107892645A
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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
- C07C29/15—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 oxides of carbon exclusively
- C07C29/159—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 oxides of carbon exclusively with reducing agents other than hydrogen or hydrogen-containing gases
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/16—Clays or other mineral silicates
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/03—Precipitation; Co-precipitation
- B01J37/038—Precipitation; Co-precipitation to form slurries or suspensions, e.g. a washcoat
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/08—Heat treatment
- B01J37/082—Decomposition and pyrolysis
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/313—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups
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Abstract
The invention discloses a kind of method of high efficiency synthesis propane diols of 2 phenyl 1,3, comprise the following steps：Silicate activating agent is prepared first；Then condensation reaction is carried out as raw material using ethyl phenylacetate, methyl formate, DIC；α Formylphenylacetic acid ethyl esters are made；Then using sodium borohydride as hydro-reduction agent, homemade silicic acid salt activator promotes reduction reaction, and the propane diols of 2 phenyl 1,3 is made in reduction α Formylphenylacetic acids ethyl ester.The propane diols purity of 2 phenyl 1,3 made from this method is high, high income, and the reaction time is short, and cost is low.
Description
Technical field：
The present invention relates to medicine intermediate preparation field, a kind of high efficiency synthesis 2- phenyl -1,3- the third two is specifically related to
The method of alcohol.
Background technology：
2- phenyl -1,3- propane diols is a kind of new antiepileptic drugs Felbamate (chemical name of synthesis:2- phenyl -1,3- third
Glycol diurethane) important intermediate.Therefore, the key for synthesizing Felbamate is synthesis PPD.
Different according to raw material, the literature method for preparing the compound so far mainly has 3 kinds.Method one:Bornemann etc. is with ether
For solvent, with lithium aluminium hydride reduction 2- phenyl-diethyl malonate；Method two:Using ethanol as solvent, with sodium borohydride reduction 3-
The phenylpropionic acid methyl ester of hydroxyl -2；Method three:Using 2- nitros-PPD as raw material, hydrogenation is gone back under Pd catalysis
It is former.Method one uses lithium aluminium hydride reduction, and as reducing agent, cost is higher, and ether is volatile, inflammable, explosive solvent, to industry
Change brings difficulty；Post-process cumbersome in method two, while also increase production cost；Method three makees catalyst using Pd,
Cost is higher, while raw material is not easy to obtain.
Patent 201510509951.6 discloses a kind of preparation method of PPD, by ethyl phenylacetate,
Methyl formate carries out condensation reaction in the presence of specific solvent and condensing agent, and mixture of ice and water is added in reaction solution, the water separated
Layer acidifying with extraction, merges organic layer again, and with saturated common salt water washing, recovery organic solvent obtains α-Formylphenylacetic acid second
Ester, α-Formylphenylacetic acid ethyl ester reduces through sodium borohydride under specific solvent again, then is acidified, extraction, petroleum ether, ethyl acetate
Mixed solvent dissolves by heating, and cooling, separates out solid, then with petroleum ether, obtains PPD.But use
Activity is smaller during sodium borohydride reduction, and the reaction time is longer.
The content of the invention：
It is an object of the invention to provide a kind of method for synthesizing PPD, this method is simple to operate, uses
Homemade silicic acid salt activator promotes sodium borohydride reduction, has effectively facilitated reaction rate, cost is low.
To achieve the above object, the present invention uses following technical scheme：
A kind of method of high efficiency synthesis PPD, comprises the following steps：
(1) cetyl trimethylammonium bromide is added in sodium hydroxide solution, is stirred 10min, is then added dropwise
Tetraethyl orthosilicate, it is added dropwise under rear normal temperature and stirs 30min, water bath sonicator handles 1-3h, the glue stablized under 500W power
State liquid；
(2) above-mentioned colloidal state liquid is heated to 120 ± 5 DEG C, constant temperature stirring 3-5h with 5-7 DEG C/min heating rate, then
160-180 DEG C is heated to 10-15 DEG C/min heating rate, is stirred at reflux processing 6-10h, processing is cooled to room after terminating
Temperature, reaction product is evaporated under reduced pressure and concentrated, obtained concentrate is placed at 80 DEG C and is dried in vacuo, dry solid is in 300-
Calcination processing 3h at 500 DEG C, obtains silicic acid salt activator；
(3) ethyl phenylacetate, methyl formate and DIC are mixed to join in toluene, at 40-50 DEG C
Lower reaction 2-3h, after reaction terminates, deionized water is added dropwise into reaction solution, rear stratification is added dropwise, separates water layer, uses first
Benzene extracts, and combining methylbenzene liquid, is then washed with saturation NaCl, is evaporated under reduced pressure, and collects 83-85 DEG C/199Pa, and α-formoxyl is made
Ethyl phenylacetate；
(4) α obtained above-Formylphenylacetic acid ethyl ester, silicic acid salt activator and sodium borohydride are added to acetic acid second
The in the mixed solvent of ester and toluene, it is transferred to after well mixed in three-necked flask, is to slowly warm up to 50-55 DEG C, reacts 1-2h, instead
Room temperature is cooled to after should terminating, then removal of solvent under reduced pressure, and toluene stirring is added into concentrate, stood, layering, water layer is used
Toluene extract 2 times, combining methylbenzene liquid, toluene liquid use saturated common salt water washing, drying, removal of solvent under reduced pressure, obtain 2- phenyl-
1,3- propane diols.
As the preferred of above-mentioned technical proposal, in step (1), cetyl trimethylammonium bromide, sodium hydroxide, positive silicic acid
The mass ratio of ethyl ester is (0.3-0.6)：1：0.01.
As the preferred of above-mentioned technical proposal, in step (3), ethyl phenylacetate, methyl formate and diisopropyl carbon two are sub-
The mol ratio of amine is 1：(1.5-2)：(1.5-2).
As the preferred of above-mentioned technical proposal, in step (4), the α-Formylphenylacetic acid ethyl ester, sodium borohydride rub
You are than being 1：(1.5-3).
As the preferred of above-mentioned technical proposal, in step (4), the sodium borohydride, the mass ratio of silicic acid salt activator are
1：(0.35-0.44).
As the preferred of above-mentioned technical proposal, in step (1), the rate of addition of the tetraethyl orthosilicate is 1.33mL/L.
As the preferred of above-mentioned technical proposal, in step (1), the mass concentration of the sodium hydroxide solution is 30%.
The invention has the advantages that：
The present invention prepares PPD using two-step method, different with ethyl phenylacetate, methyl formate and two first
Propyl group carbodiimide is that raw material carries out condensation reaction, prepares α-Formylphenylacetic acid ethyl ester；Then as raw material, using boron hydrogen
Change sodium as reducing agent, under the catalysis of silicic acid salt activator, effectively facilitate reduction reaction, substantially reduce the reaction time, and
The conversion ratio of α-Formylphenylacetic acid ethyl ester is effectively improved, improves the yield and purity of target product；
The present invention adds cetyl trimethylammonium bromide in sodium hydroxide solution, and tetraethyl orthosilicate is then added dropwise, and leads to
Cross and the speed of tetraethyl orthosilicate is added dropwise controls settling velocity, the addition of cetyl trimethylammonium bromide effectively controls precipitation
Dispersive property in a solvent, the glue of excellent in stability is made；Then handled at a certain temperature, stratiform silicon is made
Acid salt activating agent, it can effectively facilitate sodium borohydride reduction α-Formylphenylacetic acid ethyl ester and prepare 2- phenyl -1,3-- the third two
Alcohol.
Embodiment：
In order to be better understood from the present invention, below by embodiment, the present invention is further described, and embodiment is served only for solving
The present invention is released, any restriction will not be formed to the present invention.
Embodiment 1
A kind of method of high efficiency synthesis PPD, comprises the following steps：
(1) cetyl trimethylammonium bromide is added in sodium hydroxide solution, is stirred 10min, is then added dropwise
Tetraethyl orthosilicate, it is added dropwise under rear normal temperature and stirs 30min, water bath sonicator handles 1h, the colloidal state stablized under 500W power
Liquid；Wherein, cetyl trimethylammonium bromide, sodium hydroxide, the mass ratio of tetraethyl orthosilicate are 0.3：1：0.01；
(2) above-mentioned colloidal state liquid is heated to 120 ± 5 DEG C with 5 DEG C/min heating rate, constant temperature stirring 3h, then with 10
DEG C/min heating rate is heated to 160-180 DEG C, processing 6h is stirred at reflux, processing is cooled to room temperature after terminating, will reaction production
Thing is evaporated under reduced pressure concentration, and obtained concentrate is placed at 80 DEG C and is dried in vacuo, dry solid calcination processing at 300 DEG C
3h, obtain silicic acid salt activator；
(3) ethyl phenylacetate, methyl formate and DIC are mixed to join in toluene, at 40-50 DEG C
Lower reaction 2-3h, after reaction terminates, deionized water is added dropwise into reaction solution, rear stratification is added dropwise, separates water layer, uses first
Benzene extracts, and combining methylbenzene liquid, is then washed with saturation NaCl, is evaporated under reduced pressure, and collects 83-85 DEG C/199Pa, and α-formoxyl is made
Ethyl phenylacetate, yield 90.3%；Wherein, the mol ratio of ethyl phenylacetate, methyl formate and DIC is
1：1.5：1.5；
(4) α obtained above-Formylphenylacetic acid ethyl ester, silicic acid salt activator and sodium borohydride are added to acetic acid second
The in the mixed solvent of ester and toluene, it is transferred to after well mixed in three-necked flask, is to slowly warm up to 50-55 DEG C, reacts 1-2h, instead
Room temperature is cooled to after should terminating, then removal of solvent under reduced pressure, and toluene stirring is added into concentrate, stood, layering, water layer is used
Toluene extract 2 times, combining methylbenzene liquid, toluene liquid use saturated common salt water washing, drying, removal of solvent under reduced pressure, obtain 2- phenyl-
1,3-PD, yield 98.99%；Wherein, α-Formylphenylacetic acid ethyl ester, the mol ratio of sodium borohydride are 1：1.5；Boron hydrogen
Change sodium, the mass ratio of silicic acid salt activator is 1：0.35.
Embodiment 2
A kind of method of high efficiency synthesis PPD, comprises the following steps：
(1) cetyl trimethylammonium bromide is added in sodium hydroxide solution, is stirred 10min, is then added dropwise
Tetraethyl orthosilicate, it is added dropwise under rear normal temperature and stirs 30min, water bath sonicator handles 3h, the colloidal state stablized under 500W power
Liquid；Wherein, cetyl trimethylammonium bromide, sodium hydroxide, the mass ratio of tetraethyl orthosilicate are 0.6：1：0.01；
(2) above-mentioned colloidal state liquid is heated to 120 ± 5 DEG C with 7 DEG C/min heating rate, constant temperature stirring 5h, then with 15
DEG C/min heating rate is heated to 180 DEG C, processing 10h is stirred at reflux, processing is cooled to room temperature after terminating, reaction product is subtracted
Distillation and concentration is pressed, obtained concentrate is placed at 80 DEG C and is dried in vacuo, dry solid calcination processing 3h at 500 DEG C, is obtained
To silicic acid salt activator；
(3) ethyl phenylacetate, methyl formate and DIC are mixed to join in toluene, at 40-50 DEG C
Lower reaction 2-3h, after reaction terminates, deionized water is added dropwise into reaction solution, rear stratification is added dropwise, separates water layer, uses first
Benzene extracts, and combining methylbenzene liquid, is then washed with saturation NaCl, is evaporated under reduced pressure, and collects 83-85 DEG C/199Pa, and α-formoxyl is made
Ethyl phenylacetate, yield 91.2%；Wherein, the mol ratio of ethyl phenylacetate, methyl formate and DIC is
1：2：2；
(4) α obtained above-Formylphenylacetic acid ethyl ester, silicic acid salt activator and sodium borohydride are added to acetic acid second
The in the mixed solvent of ester and toluene, it is transferred to after well mixed in three-necked flask, is to slowly warm up to 50-55 DEG C, reacts 1-2h, instead
Room temperature is cooled to after should terminating, then removal of solvent under reduced pressure, and toluene stirring is added into concentrate, stood, layering, water layer is used
Toluene extract 2 times, combining methylbenzene liquid, toluene liquid use saturated common salt water washing, drying, removal of solvent under reduced pressure, obtain 2- phenyl-
1,3-PD, yield 98.5%；Wherein, α-Formylphenylacetic acid ethyl ester, the mol ratio of sodium borohydride are 1：3；Hydroboration
Sodium, the mass ratio of silicic acid salt activator are 1：0.44.
Embodiment 3
A kind of method of high efficiency synthesis PPD, comprises the following steps：
(1) cetyl trimethylammonium bromide is added in sodium hydroxide solution, is stirred 10min, is then added dropwise
Tetraethyl orthosilicate, it is added dropwise under rear normal temperature and stirs 30min, water bath sonicator handles 1.5h, the glue stablized under 500W power
State liquid；Wherein, cetyl trimethylammonium bromide, sodium hydroxide, the mass ratio of tetraethyl orthosilicate are 0.4：1：0.01；
(2) above-mentioned colloidal state liquid is heated to 120 ± 5 DEG C with 6 DEG C/min heating rate, constant temperature stirring 3.5h, then with
11 DEG C/min heating rate is heated to 170 DEG C, is stirred at reflux processing 7h, processing is cooled to room temperature after terminating, by reaction product
Concentration is evaporated under reduced pressure, obtained concentrate is placed at 80 DEG C and is dried in vacuo, dry solid calcination processing 3h at 350 DEG C,
Obtain silicic acid salt activator；
(3) ethyl phenylacetate, methyl formate and DIC are mixed to join in toluene, at 40-50 DEG C
Lower reaction 2-3h, after reaction terminates, deionized water is added dropwise into reaction solution, rear stratification is added dropwise, separates water layer, uses first
Benzene extracts, and combining methylbenzene liquid, is then washed with saturation NaCl, is evaporated under reduced pressure, and collects 83-85 DEG C/199Pa, and α-formoxyl is made
Ethyl phenylacetate, yield 92.0%；Wherein, the mol ratio of ethyl phenylacetate, methyl formate and DIC is
1：1.6：2；
(4) α obtained above-Formylphenylacetic acid ethyl ester, silicic acid salt activator and sodium borohydride are added to acetic acid second
The in the mixed solvent of ester and toluene, it is transferred to after well mixed in three-necked flask, is to slowly warm up to 50-55 DEG C, reacts 1-2h, instead
Room temperature is cooled to after should terminating, then removal of solvent under reduced pressure, and toluene stirring is added into concentrate, stood, layering, water layer is used
Toluene extract 2 times, combining methylbenzene liquid, toluene liquid use saturated common salt water washing, drying, removal of solvent under reduced pressure, obtain 2- phenyl-
1,3-PD, yield 99.11%；Wherein, α-Formylphenylacetic acid ethyl ester, the mol ratio of sodium borohydride are 1：1.7；Boron hydrogen
Change sodium, the mass ratio of silicic acid salt activator is 1：0.4.
Embodiment 4
A kind of method of high efficiency synthesis PPD, comprises the following steps：
(1) cetyl trimethylammonium bromide is added in sodium hydroxide solution, is stirred 10min, is then added dropwise
Tetraethyl orthosilicate, it is added dropwise under rear normal temperature and stirs 30min, water bath sonicator handles 2h, the colloidal state stablized under 500W power
Liquid；Wherein, cetyl trimethylammonium bromide, sodium hydroxide, the mass ratio of tetraethyl orthosilicate are 0.5：1：0.01；
(2) above-mentioned colloidal state liquid is heated to 120 ± 5 DEG C with 6 DEG C/min heating rate, constant temperature stirring 4h, then with 12
DEG C/min heating rate is heated to 170 DEG C, processing 8h is stirred at reflux, processing is cooled to room temperature after terminating, reaction product is subtracted
Distillation and concentration is pressed, obtained concentrate is placed at 80 DEG C and is dried in vacuo, dry solid calcination processing 3h at 400 DEG C, is obtained
To silicic acid salt activator；
(3) ethyl phenylacetate, methyl formate and DIC are mixed to join in toluene, at 40-50 DEG C
Lower reaction 2-3h, after reaction terminates, deionized water is added dropwise into reaction solution, rear stratification is added dropwise, separates water layer, uses first
Benzene extracts, and combining methylbenzene liquid, is then washed with saturation NaCl, is evaporated under reduced pressure, and collects 83-85 DEG C/199Pa, and α-formoxyl is made
Ethyl phenylacetate, yield 90.5%；Wherein, the mol ratio of ethyl phenylacetate, methyl formate and DIC is
1：1.7：1.5；
(4) α obtained above-Formylphenylacetic acid ethyl ester, silicic acid salt activator and sodium borohydride are added to acetic acid second
The in the mixed solvent of ester and toluene, it is transferred to after well mixed in three-necked flask, is to slowly warm up to 50-55 DEG C, reacts 1-2h, instead
Room temperature is cooled to after should terminating, then removal of solvent under reduced pressure, and toluene stirring is added into concentrate, stood, layering, water layer is used
Toluene extract 2 times, combining methylbenzene liquid, toluene liquid use saturated common salt water washing, drying, removal of solvent under reduced pressure, obtain 2- phenyl-
1,3-PD, yield 98.99%；Wherein, α-Formylphenylacetic acid ethyl ester, the mol ratio of sodium borohydride are 1：2；Hydroboration
Sodium, the mass ratio of silicic acid salt activator are 1：0.37.
Embodiment 5
A kind of method of high efficiency synthesis PPD, comprises the following steps：
(1) cetyl trimethylammonium bromide is added in sodium hydroxide solution, is stirred 10min, is then added dropwise
Tetraethyl orthosilicate, it is added dropwise under rear normal temperature and stirs 30min, water bath sonicator handles 2h, the colloidal state stablized under 500W power
Liquid；Wherein, cetyl trimethylammonium bromide, sodium hydroxide, the mass ratio of tetraethyl orthosilicate are 0.5：1：0.01；
(2) above-mentioned colloidal state liquid is heated to 120 ± 5 DEG C with 7 DEG C/min heating rate, constant temperature stirring 4.5h, then with
14 DEG C/min heating rate is heated to 175 DEG C, is stirred at reflux processing 9h, processing is cooled to room temperature after terminating, by reaction product
Concentration is evaporated under reduced pressure, obtained concentrate is placed at 80 DEG C and is dried in vacuo, dry solid calcination processing 3h at 450 DEG C,
Obtain silicic acid salt activator；
(3) ethyl phenylacetate, methyl formate and DIC are mixed to join in toluene, at 40-50 DEG C
Lower reaction 2-3h, after reaction terminates, deionized water is added dropwise into reaction solution, rear stratification is added dropwise, separates water layer, uses first
Benzene extracts, and combining methylbenzene liquid, is then washed with saturation NaCl, is evaporated under reduced pressure, and collects 83-85 DEG C/199Pa, and α-formoxyl is made
Ethyl phenylacetate, yield 92.3%；Wherein, the mol ratio of ethyl phenylacetate, methyl formate and DIC is
1：1.8：1.5；
(4) α obtained above-Formylphenylacetic acid ethyl ester, silicic acid salt activator and sodium borohydride are added to acetic acid second
The in the mixed solvent of ester and toluene, it is transferred to after well mixed in three-necked flask, is to slowly warm up to 50-55 DEG C, reacts 1-2h, instead
Room temperature is cooled to after should terminating, then removal of solvent under reduced pressure, and toluene stirring is added into concentrate, stood, layering, water layer is used
Toluene extract 2 times, combining methylbenzene liquid, toluene liquid use saturated common salt water washing, drying, removal of solvent under reduced pressure, obtain 2- phenyl-
1,3-PD, yield 99.05%；Wherein, α-Formylphenylacetic acid ethyl ester, the mol ratio of sodium borohydride are 1：2.5；Boron hydrogen
Change sodium, the mass ratio of silicic acid salt activator is 1：0.42.
Claims (7)
- A kind of 1. method of high efficiency synthesis PPD, it is characterised in that comprise the following steps：(1) cetyl trimethylammonium bromide is added in sodium hydroxide solution, is stirred 10min, positive silicon is then added dropwise Acetoacetic ester, it is added dropwise under rear normal temperature and stirs 30min, water bath sonicator handles 1-3h, the colloidal state liquid stablized under 500W power；(2) above-mentioned colloidal state liquid is heated to 120 ± 5 DEG C with 5-7 DEG C/min heating rate, constant temperature stirring 3-5h, then with 10- 15 DEG C/min heating rate is heated to 160-180 DEG C, is stirred at reflux processing 6-10h, and processing is cooled to room temperature after terminating, will be anti- Product at reduced pressure distillation and concentration is answered, obtained concentrate is placed at 80 DEG C and is dried in vacuo, dry solid is forged at 300-500 DEG C Processing 3h is burnt, obtains silicic acid salt activator；(3) ethyl phenylacetate, methyl formate and DIC are mixed to join in toluene, it is anti-at 40-50 DEG C After answering 2-3h, reaction to terminate, deionized water is added dropwise into reaction solution, rear stratification is added dropwise, separates water layer, is extracted with toluene Take, combining methylbenzene liquid, then washed with saturation NaCl, is evaporated under reduced pressure, collect 83-85 DEG C/199Pa, α-formoxyl benzene second is made Acetoacetic ester；(4) by α obtained above-Formylphenylacetic acid ethyl ester, silicic acid salt activator and sodium borohydride be added to ethyl acetate and The in the mixed solvent of toluene, it is transferred to after well mixed in three-necked flask, is to slowly warm up to 50-55 DEG C, reacts 1-2h, reaction knot Room temperature is cooled to after beam, then removal of solvent under reduced pressure, and toluene stirring is added into concentrate, stood, layering, water layer toluene Extraction 2 times, combining methylbenzene liquid, toluene liquid uses saturated common salt water washing, dries, removal of solvent under reduced pressure, obtains 2- phenyl -1,3- Propane diols.
- A kind of 2. method of high efficiency synthesis PPD as claimed in claim 1, it is characterised in that：Step (1) in, cetyl trimethylammonium bromide, sodium hydroxide, the mass ratio of tetraethyl orthosilicate are (0.3-0.6)：1：0.01.
- A kind of 3. method of high efficiency synthesis PPD as claimed in claim 1, it is characterised in that：Step (3) in, the mol ratio of ethyl phenylacetate, methyl formate and DIC is 1：(1.5-2)：(1.5-2).
- A kind of 4. method of high efficiency synthesis PPD as claimed in claim 1, it is characterised in that：Step (4) in, the α-Formylphenylacetic acid ethyl ester, the mol ratio of sodium borohydride are 1：(1.5-3).
- A kind of 5. method of high efficiency synthesis PPD as claimed in claim 1, it is characterised in that：Step (4) in, the sodium borohydride, the mass ratio of silicic acid salt activator are 1：(0.35-0.44).
- A kind of 6. method of high efficiency synthesis PPD as claimed in claim 1, it is characterised in that：Step (1) in, the rate of addition of the tetraethyl orthosilicate is 1.33mL/L.
- A kind of 7. method of high efficiency synthesis PPD as claimed in claim 1, it is characterised in that：Step (1) in, the mass concentration of the sodium hydroxide solution is 30%.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111018664A (en) * | 2019-12-27 | 2020-04-17 | 江苏广域化学有限公司 | Synthesis method of 2-alkyl-1, 3-propanediol compound |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105152857A (en) * | 2015-08-19 | 2015-12-16 | 上海应用技术学院 | Preparation method of 2-phenyl-1,3-propanediol |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105152857A (en) * | 2015-08-19 | 2015-12-16 | 上海应用技术学院 | Preparation method of 2-phenyl-1,3-propanediol |
Non-Patent Citations (1)
| Title |
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| 王雪等: "2-苯基-1 ,3-丙二醇合成工艺的研究", 《化学试剂》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111018664A (en) * | 2019-12-27 | 2020-04-17 | 江苏广域化学有限公司 | Synthesis method of 2-alkyl-1, 3-propanediol compound |
| CN111018664B (en) * | 2019-12-27 | 2023-04-14 | 江苏广域化学有限公司 | Synthesis method of 2-alkyl-1, 3-propanediol compound |
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