CN101412705A - Method for synthesizing 2-methyl-2-propyl-1,3-propanediol dimethyl carbonate compound - Google Patents
Method for synthesizing 2-methyl-2-propyl-1,3-propanediol dimethyl carbonate compound Download PDFInfo
- Publication number
- CN101412705A CN101412705A CNA2008101222511A CN200810122251A CN101412705A CN 101412705 A CN101412705 A CN 101412705A CN A2008101222511 A CNA2008101222511 A CN A2008101222511A CN 200810122251 A CN200810122251 A CN 200810122251A CN 101412705 A CN101412705 A CN 101412705A
- Authority
- CN
- China
- Prior art keywords
- methyl
- ammediol
- propyl group
- organic solvent
- superpalite
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a method for synthesizing a 2-methyl-2-propyl-1, 3-propanediol diester carbonate compound by using trichloromethyl chloroformate, which comprises the following steps: using 2-methyl-2-propyl 1, 3-propanediol and the trichloromethyl chloroformate as raw materials to completely react with each other under the action of an organic amine catalyst in an organic solvent at a temperature of between 5 DEG C below zero and 50 DEG C, and separating and purifying reaction solution to obtain the 2-methyl-2-propyl-1, 3-propanediol diester carbonate, wherein the molar ratio of the 2-methyl-2-propyl 1, 3-propanediol to the trichloromethyl chloroformate to the organic amine catalyst is 1 to 0.5-2.5 to 0.2-2.5. The method adopts the trichloromethyl chloroformate to prepare the key intermediate 2-methyl-2-propyl-1, 3-propanediol diester carbonate of carisoprodol, has high yield, safety, no pollution, and simple operation and is a synthetic route with broad industrialization prospect.
Description
(1) technical field
The present invention relates to a kind of 2-methyl-2-propyl group-1, the synthetic method of ammediol carbonic diester.
(2) background technology
2-methyl-2-propyl group-1, the ammediol carbonic diester is the general many key intermediates in Cali, the general many carisoprodols that also claim in Cali, it is the central skeletal muscular relaxant of U.S.'s nineteen sixties exploitation, record in American Pharmacopeia (27 editions), main grown place is Switzerland, Italy, India, the sales momentum that rises gradually in the united states drug market sales revenue in recent years: 2000,2001, rank difference position the 26th, 28 in the U.S.'s 200 situation of selling well generic drugs ranking list in 2002,24, corresponding sales volume is respectively 1.82,2.31 and 2.8 hundred million yuan of dollars.Scholarly forecast, by 2010, the sales volume in this market, the whole world is estimated will be above 40,000,000,000 dollars.
Before the present invention provided, this product generally synthesized by phosgenation, though phosgenation synthetic ammonia formate ester medicine is ripe technically, and, at phosgene (COCl
2) in the method Industrial processes, very high to the conversion unit sealing requirements, to invest also greatlyyer, the phosgene in the tail gas is seen from environmental angle can bring very burden.On producing, must many one equipment and the process of overlapping production and storage phosgene still there be very big potential safety hazard.
(3) summary of the invention
It is simple to the purpose of this invention is to provide a kind of technology, and production safety is reliable and stable, reaction yield is high, cost is low, do not have the 2-methyl-2-propyl group-1 of the three wastes substantially, the synthetic method of ammediol carbonic diester.
The technical solution used in the present invention is as follows:
A kind of suc as formula the 2-methyl-2-propyl group-1 shown in (I), the synthetic method of ammediol carbonic diester compound, with the 2-methyl-2-propyl group-1 shown in the formula (II), ammediol and superpalite are raw material, under the organic amine catalyst action, in organic solvent, react completely in-5～50 ℃, the reaction solution separation and purification promptly gets described 2-methyl-2-propyl group-1, the ammediol carbonic diester, described 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than being 1:0.5～2.5:0.2～2.5;
Its reaction equation is:
The described amount of substance ratio that feeds intake is preferably 2-methyl-2-propyl group-1, ammediol: superpalite: organic amine catalyzer 1:0.55～2.0:0.2～2.0.
The present invention is with the reaction of gas-chromatography tracking monitor, judges reaction end.Usually needed just can react completely in 4～20 hours.
Organic solvent of the present invention is one of following or the mixture of more than one arbitrary proportion: the ketone of the halogenated alkane of C1～C5, the fatty ester of C1～C8, C3～C8, the ether of C2～C8.Perhaps described organic solvent is one of following or the mixture of more than one arbitrary proportion: benzene,toluene,xylene, chlorobenzene, oil of mirbane, hexanaphthene, dithiocarbonic anhydride or Nitromethane 99Min..Described organic solvent is preferably the mixture of one of following or more than one arbitrary proportions: methylene dichloride, trichloromethane, tetracol phenixin, 1, the 1-ethylene dichloride, 1, the 2-ethylene dichloride, 1,1,1-trichloroethane or 1,1, the 2-trichloroethane, methyl acetate, ethyl acetate, propyl acetate, butylacetate, isopropyl acetate, isobutyl acetate, pentyl acetate, Isoamyl Acetate FCC, methyl propionate, ethyl propionate, propyl propionate, butyl propionate, amyl propionate, acetone, butanone, pimelinketone, ether, propyl ether, isopropyl ether, butyl ether, tetrahydrofuran (THF) or benzene, toluene, dimethylbenzene, chlorobenzene, oil of mirbane, hexanaphthene, dithiocarbonic anhydride or Nitromethane 99Min..One of the used organic solvent of the present invention is more preferably following: methyl acetate, ethyl acetate, benzene, chlorobenzene, toluene, hexanaphthene, pimelinketone, methylene dichloride, 1,2-ethylene dichloride, chloroform or tetracol phenixin.Total consumption of organic solvent is 2-methyl-2-propyl group-1 in the inventive method, 2～20 times of ammediol quality, preferred 2～15 times.
Further, described organic amine catalyzer is one of following or the mixture of more than one arbitrary proportions: N, accelerine, pyridine, piperidines, N, dinethylformamide, N, the N-N,N-DIMETHYLACETAMIDE, triethylamine, 1,3-methylimidazole alkane ketone, N-methyl Pyrrolidine, tetramethyl guanidine, tetramethyl-urea, N, N-dibutyl formamide or N-methylmorpholine, one of preferred following: 1,3-dimethyl-2-imidazolidone, triethylamine, N, dinethylformamide or pyridine.
The present invention is that after reacting completely, reaction solution adds water with the reaction of gas-chromatography tracking monitor, separates and gets organic layer, reclaims solvent, promptly gets described 2-methyl-2-propyl group-1, the ammediol carbonic diester.
Concrete, described 2-methyl-2-propyl group-1, the synthetic method of ammediol carbonic diester compound is carried out according to following steps: according to 2-methyl-2-propyl group-1, ammediol: the amount of substance of organic amine catalyzer feeds intake than for 1:0.2～2.0, add organic solvent dissolution, slowly dripping then and being dissolved with amount of substance is 2-methyl-2-propyl group-1, the solution of the organic solvent of the superpalite that ammediol is 0.55～2.0 times, dropwise the back and react 10～20 hours to reacting completely at-5～50 ℃, reaction solution adds water, separates and gets organic layer, reclaims solvent, promptly get described 2-methyl-2-propyl group-1, the ammediol carbonic diester.Described organic amine catalyzer is 1,3-dimethyl-2-imidazolidone, triethylamine, N, dinethylformamide or pyridine, described organic solvent are ethyl acetate or pimelinketone or chloroform, to add the total quality of organic solvent be 2-methyl-2-propyl group-1,2～15 times of ammediol.
The present invention compared with prior art, its beneficial effect is embodied in:
Problems such as the traditional technology potential safety hazard is big, three-waste pollution is serious have fundamentally been eliminated.Have safety, the three wastes are few, energy consumption is little, total recovery height, advantage such as cost is low, quality is excellent.
(4) embodiment:
Below with specific embodiment technical scheme of the present invention is described, but protection scope of the present invention is not limited thereto:
Embodiment 1
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:0.2; Superpalite 22.46g; Organic solvent chlorobenzene 120g; The organic amine catalyzer is N, accelerine, the quality that feeds intake 5.49g;
With 2-methyl-2-propyl group-1, ammediol and organic amine catalyst dissolution are in the part organic solvent, be cooled to-5～15 ℃, slowly drip superpalite solution with a small amount of organic solvent dissolution, dropwise the back and react,, finish until reaction with gas-chromatography tracking monitor reaction end at 50 ℃, be used to dissolve 2-methyl-2-propyl group-1, the chlorobenzene of ammediol and organic amine catalyzer is 120g with the total amount that is used for the organic solvent chlorobenzene of dissolved chlorine diphosgene.
After reaction finished, reaction solution added the water of one times of amount of reaction solution, and layering separates to remove and anhydrates, and gets organic layer, reclaims solvent, promptly gets the general many key intermediates 2-methyl in Cali-2-propyl group-1, ammediol carbonic diester 26.93g, yield 75.0%, purity 98.0%.
Embodiment 2
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:0.5; Superpalite 22.46g; Organic solvent chlorobenzene 120g; The organic amine catalyzer is N, accelerine, the quality that feeds intake 13.73g;
Be reflected under 30 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 25.20g, yield 70.2%, purity 98.1%.
Embodiment 3
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.7:0.5; Superpalite 31.45g; Organic solvent pimelinketone 180g; The organic amine catalyzer is N, accelerine, the quality that feeds intake 13.73g;
Be reflected under-5 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 28.07g, yield 82.1%, purity 98.1%.
Embodiment 4
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.7:0.8; Superpalite 31.45g; Organic solvent pimelinketone 180g; The organic amine catalyzer is N, accelerine, the quality that feeds intake 21.97g;
Be reflected under 20 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 29.47g, yield 82.1%, purity 98.1%.
Embodiment 5
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.0:1.0; Superpalite 44.93g; Organic solvent pimelinketone 180g; The organic amine catalyzer is N, accelerine, the quality that feeds intake 27.46g;
Be reflected under 40 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 28.72g, yield 83.2%, purity 97.8%.
Embodiment 6
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.0:0.2; Superpalite 44.93g; Organic solvent n-butyl acetate 180g; The organic amine catalyzer is a pyridine, the quality that feeds intake 3.59g;
Be reflected under 0 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 21.97g, yield 61.2%, purity 97.5%.
Embodiment 7
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.0:0.4; Superpalite 44.93g; Organic solvent n-butyl acetate 180g; The organic amine catalyzer is a pyridine, the quality that feeds intake 7.17g;
Be reflected under 50 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 25.96g, yield 72.3%, purity 97.8%.
Embodiment 8
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.0:0.6; Superpalite 44.93g; Organic solvent n-butyl acetate 180g; The organic amine catalyzer is a pyridine, the quality that feeds intake 10.76g;
Be reflected under 20 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 25.13g, yield 70.0%, purity 98.0%.
Embodiment 9
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.0:0.8; Superpalite 44.93g; Organic solvent ether 180g; The organic amine catalyzer is a pyridine, the quality that feeds intake 14.34g;
Be reflected under the reflux temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 27.00g, yield 75.1%, purity 97.8%.
Embodiment 10
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.5:1.0; Superpalite 67.40g; Organic solvent toluene 180g; The organic amine catalyzer is a pyridine, the quality that feeds intake 17.93g;
Be reflected under 20 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 29.08g, yield 81.0%, purity 98.2%.
Embodiment 11
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.5:1.6; Superpalite 67.40g; Organic solvent 1,2-ethylene dichloride 180g; The organic amine catalyzer is a pyridine, the quality that feeds intake 28.68g;
Be reflected under-3 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 28.33g, yield 78.9%, purity 98.2%.
Embodiment 12
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:0.2; Superpalite 22.46g; Organic solvent-acetone 180g; The organic amine catalyzer is a triethylamine, the quality that feeds intake 4.5g;
Be reflected under 10 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 26.78g, yield 74.6%, purity 98.0%.
Embodiment 13
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:0.4; Superpalite 22.46g; Organic solvent 1,2-ethylene dichloride 180g; The organic amine catalyzer is a triethylamine, the quality that feeds intake 9.17g;
Be reflected under 30 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 29.51g, yield 82.2%, purity 98.0%.
Embodiment 14
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:0.6; Superpalite 22.46g; Organic solvent tetrahydrofuran 180g; The organic amine catalyzer is a triethylamine, the quality that feeds intake 13.75g;
Be reflected under 30 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 28.22g, yield 78.6%, purity 98.4%.
Embodiment 15
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:0.8; Superpalite 22.46g; Organic solvent tetrahydrofuran 180g; The organic amine catalyzer is a triethylamine, the quality that feeds intake 18.34g;
Be reflected under 30 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 28.58g, yield 79.6%, purity 98.0%.
Embodiment 16
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:1.0; Superpalite 22.46g; Organic solvent tetrahydrofuran 180g; The organic amine catalyzer is a triethylamine, the quality that feeds intake 22.92g;
Be reflected under 30 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 27.21g, yield 75.8%, purity 98.2%.
Embodiment 17
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:1.2; Superpalite 22.46g; Organic solvent-benzene 180g; The organic amine catalyzer is a triethylamine, the quality that feeds intake 27.50g;
Be reflected under 30 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 28.72g, yield 80.0%, purity 97.8%.
Embodiment 18
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.5:2.5; Superpalite 22.46g; Organic solvent chloroform 180g; The organic amine catalyzer is a triethylamine, the quality that feeds intake 57.3g;
Be reflected under 20 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 27.82g, yield 77.5%, purity 98.1%.
Embodiment 19
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.2:0.2; Superpalite 53.92g; Organic solvent chloroform 180g; The organic amine catalyzer is N, dinethylformamide, the quality that feeds intake 3.31g;
Be reflected under 20 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 21.54g, yield 60.0%, purity 97.9%.
Embodiment 20
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:1.2:0.4; Superpalite 53.92g; Organic solvent chloroform 180g; The organic amine catalyzer is N, dinethylformamide, the quality that feeds intake 6.62g;
Be reflected under 20 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 27.21g, yield 75.8%, purity 98.1%.
Embodiment 21
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:2.0:0.6; Superpalite 89.86g; Organic solvent chloroform 180g; The organic amine catalyzer is N, dinethylformamide, the quality that feeds intake 9.94g;
Be reflected under 20 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 25.67g, yield 71.5%, purity 97.8%.
Embodiment 22
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:2.5:0.8; Superpalite 112.33g; Organic solvent chloroform 180g; The organic amine catalyzer is N, dinethylformamide, the quality that feeds intake 13.24g;
Be reflected under 30 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 25.13g, yield 70.0%, purity 98.1%.
Embodiment 23
According to 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than feeding intake 2-methyl-2-propyl group-1, ammediol 30g for 1:0.8:1.0; Superpalite 35.94g; Organic solvent-benzene 180g; The organic amine catalyzer is N, dinethylformamide, the quality that feeds intake 16.57g;
Be reflected under 25 ℃ of temperature and carry out, other is operated with embodiment 1, gets 2-methyl-2-propyl group-1, ammediol carbonic diester 29.43g, yield 82.0%, purity 98.2%.
Claims (10)
1. one kind suc as formula the 2-methyl-2-propyl group-1 shown in (I), the synthetic method of ammediol carbonic diester compound, with the 2-methyl-2-propyl group-1 shown in the formula (II), ammediol and superpalite are raw material, under the organic amine catalyst action, in organic solvent, react completely in-5～50 ℃, the reaction solution separation and purification gets described 2-methyl-2-propyl group-1, the ammediol carbonic diester, described 2-methyl-2-propyl group-1, ammediol: superpalite: the amount of organic amine catalyst substance is than being 1:0.5～2.5:0.2～2.5;
2. synthetic method as claimed in claim 1 is characterized in that the described amount of substance ratio that feeds intake is 2-methyl-2-propyl group-1, ammediol: superpalite: organic amine catalyzer 1:0.55～2.0:0.2～2.0.
3. synthetic method as claimed in claim 1 is characterized in that described organic solvent is one of following or the mixture of more than one arbitrary proportions: the ketone of the halogenated alkane of C1～C5, the fatty ester of C1～C8, C3～C8, the ether of C2～C8.
4. synthetic method as claimed in claim 1 is characterized in that described organic solvent is benzene,toluene,xylene, chlorobenzene, oil of mirbane, hexanaphthene, dithiocarbonic anhydride or Nitromethane 99Min..
5. synthetic method as claimed in claim 3, it is characterized in that described organic solvent is one of following or the mixture of more than one arbitrary proportions: methylene dichloride, trichloromethane, tetracol phenixin, 1, the 1-ethylene dichloride, 1, the 2-ethylene dichloride, 1,1,1-trichloroethane or 1,1, the 2-trichloroethane, methyl acetate, ethyl acetate, propyl acetate, butylacetate, isopropyl acetate, isobutyl acetate, pentyl acetate, Isoamyl Acetate FCC, methyl propionate, ethyl propionate, propyl propionate, butyl propionate, amyl propionate, acetone, butanone, pimelinketone, ether, propyl ether, isopropyl ether, butyl ether, tetrahydrofuran (THF).
6. synthetic method as claimed in claim 1 is characterized in that described organic solvent is one of following: methyl acetate, ethyl acetate, benzene, chlorobenzene, toluene, hexanaphthene, pimelinketone, methylene dichloride, 1,2-ethylene dichloride, chloroform or tetracol phenixin.
7. as the described synthetic method of one of claim 1～6, the consumption that it is characterized in that described organic solvent is 2-methyl-2-propyl group-1,2～20 times of ammediol quality.
8. synthetic method as claimed in claim 1, it is characterized in that described organic amine catalyzer is one of following or the mixture of more than one arbitrary proportions: N, accelerine, pyridine, piperidines, N, dinethylformamide, N, N-N,N-DIMETHYLACETAMIDE, triethylamine, 1,3-methylimidazole alkane ketone, N-methyl Pyrrolidine, tetramethyl guanidine, methyl urea, N, N-dibutyl formamide or N-methylmorpholine.
9. synthetic method as claimed in claim 1 is characterized in that described reaction solution purification procedures is: add entry in reaction solution, separate and get organic layer, reclaim solvent, promptly get described 2-methyl-2-propyl group-1, the ammediol carbonic diester.
10. synthetic method as claimed in claim 1, it is characterized in that described method carries out according to following steps: according to 2-methyl-2-propyl group-1, ammediol: the amount of substance of organic amine catalyzer feeds intake than for 1:0.2～2.0, add organic solvent dissolution, slowly dripping then and being dissolved with amount of substance is 2-methyl-2-propyl group-1, the solution of the organic solvent of the superpalite that ammediol is 0.55～2.0 times, dropwise the back and react 4～20 hours to reacting completely at-5～50 ℃, reaction solution adds water, separate and get organic layer, reclaim solvent, promptly get described 2-methyl-2-propyl group-1, the ammediol carbonic diester; Described organic amine catalyzer is 1, and 3-dimethyl-2-imidazolidone, triethylamine, N, dinethylformamide or pyridine, described organic solvent are ethyl acetate or pimelinketone or chloroform.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2008101222511A CN101412705A (en) | 2008-11-06 | 2008-11-06 | Method for synthesizing 2-methyl-2-propyl-1,3-propanediol dimethyl carbonate compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2008101222511A CN101412705A (en) | 2008-11-06 | 2008-11-06 | Method for synthesizing 2-methyl-2-propyl-1,3-propanediol dimethyl carbonate compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101412705A true CN101412705A (en) | 2009-04-22 |
Family
ID=40593472
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2008101222511A Pending CN101412705A (en) | 2008-11-06 | 2008-11-06 | Method for synthesizing 2-methyl-2-propyl-1,3-propanediol dimethyl carbonate compound |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101412705A (en) |
Cited By (1)
| 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 |
-
2008
- 2008-11-06 CN CNA2008101222511A patent/CN101412705A/en active Pending
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 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109206317B (en) | Preparation process of amantadine nitrate derivative | |
| CN114573500B (en) | Preparation method of raffinancin intermediate | |
| CN101265271B (en) | Method for synthesizing penem-like pharmaceutical intermediate 4AA | |
| CN114957078A (en) | Preparation method of deuterated pharmaceutical intermediate | |
| CN102850325A (en) | Preparation method of Dabigatran etexilate key intermediate | |
| CN103073439B (en) | Synthesis method of ambroxol hydrochloride compound | |
| CN102558012A (en) | Synthesis method of levetiracetam | |
| CN110183367A (en) | A kind of synthetic method of (3R, 4S) -1- benzyloxycarbonyl group -4- N-ethyl pyrrole N -3- carboxylic acid suitable for industrialization | |
| CN112500291B (en) | Preparation and purification method of beta 2 receptor agonist intermediate | |
| CN101412705A (en) | Method for synthesizing 2-methyl-2-propyl-1,3-propanediol dimethyl carbonate compound | |
| CN104628577A (en) | Method for synthesizing bromhexine hydrochloride | |
| JPWO2014034957A1 (en) | (R) -1,1,3-Trimethyl-4-aminoindane production method | |
| CN109678856B (en) | Preparation method of avibactam intermediate | |
| CN115340481A (en) | Method for industrially producing deuterated medical intermediate by adopting immobilized nickel catalysis | |
| CN101134752B (en) | Chemical method for synthesizing carisoprodol key intermediate compound | |
| CN101671299A (en) | Method for synthesizing Nexavar | |
| JP3561253B2 (en) | Method for synthesizing aliphatic, cycloaliphatic or araliphatic chloroformates | |
| CN110698335A (en) | Synthesis method of terbutaline intermediate | |
| CN112851632A (en) | Method for efficiently preparing thiophene medical intermediate | |
| PT1607090E (en) | Asimadoline for the treatment of irritable bowel syndrome | |
| CN107586291A (en) | A kind of synthetic method of razaxaban metabolin 5 | |
| CN103242289B (en) | Preparation method of N,N-diallyl-(1R,2R)-2-aminomethyl-1-(2-thienyl)cyclopropanecarboxamide hydrochloride | |
| CN101838278B (en) | Method for synthesizing cefaloglycin intermediate | |
| CN112830890A (en) | Preparation method of lefenacin intermediate and lefenacin | |
| CN110372572A (en) | A kind of synthetic method of 4,4- difluoropiperdin -1- formyl chloride |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20090422 |