CN103214380B - Synthesis method for m-hydroxy-N,N-diethyl aniline - Google Patents
Synthesis method for m-hydroxy-N,N-diethyl aniline Download PDFInfo
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- diethyl aniline
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- WAVOOWVINKGEHS-UHFFFAOYSA-N 3-(diethylamino)phenol Chemical compound CCN(CC)C1=CC=CC(O)=C1 WAVOOWVINKGEHS-UHFFFAOYSA-N 0.000 title abstract 4
- 238000001308 synthesis method Methods 0.000 title abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 48
- 239000002904 solvent Substances 0.000 claims abstract description 23
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- 239000002994 raw material Substances 0.000 claims abstract description 14
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims abstract description 11
- 239000002253 acid Substances 0.000 claims abstract description 11
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 11
- 238000010992 reflux Methods 0.000 claims abstract description 10
- 230000035484 reaction time Effects 0.000 claims abstract description 4
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 claims description 60
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 30
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 20
- 235000007715 potassium iodide Nutrition 0.000 claims description 20
- 229960004839 potassium iodide Drugs 0.000 claims description 20
- 239000003513 alkali Substances 0.000 claims description 19
- 238000004140 cleaning Methods 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 18
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical group [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 claims description 17
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 16
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 15
- 238000010189 synthetic method Methods 0.000 claims description 13
- 238000000605 extraction Methods 0.000 claims description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
- 239000001117 sulphuric acid Substances 0.000 claims description 9
- 235000011149 sulphuric acid Nutrition 0.000 claims description 9
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 8
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 7
- 229910017604 nitric acid Inorganic materials 0.000 claims description 7
- 235000009518 sodium iodide Nutrition 0.000 claims description 5
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims description 4
- 239000000284 extract Substances 0.000 claims description 3
- 230000018044 dehydration Effects 0.000 claims description 2
- 238000006297 dehydration reaction Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 10
- 239000006227 byproduct Substances 0.000 abstract description 3
- 239000000047 product Substances 0.000 abstract description 2
- ODQSBWZDOSNPAH-UHFFFAOYSA-N 3-ethoxy-n,n-diethylaniline Chemical compound CCOC1=CC=CC(N(CC)CC)=C1 ODQSBWZDOSNPAH-UHFFFAOYSA-N 0.000 abstract 4
- 238000006200 ethylation reaction Methods 0.000 abstract 2
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 230000001131 transforming effect Effects 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 23
- 239000012074 organic phase Substances 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 8
- 238000013019 agitation Methods 0.000 description 7
- 238000002390 rotary evaporation Methods 0.000 description 7
- 238000010792 warming Methods 0.000 description 7
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- CECABOMBVQNBEC-UHFFFAOYSA-K aluminium iodide Chemical compound I[Al](I)I CECABOMBVQNBEC-UHFFFAOYSA-K 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 229940055858 aluminum chloride anhydrous Drugs 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 2
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 2
- 229940018563 3-aminophenol Drugs 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- -1 aromatic amine compound Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003444 phase transfer catalyst Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a synthesis method for m-hydroxy-N,N-diethyl aniline. The synthesis method comprises the following steps of: performing a heating reflux reaction by taking m-ethoxy-N,N-diethyl aniline, protonic acid and iodized salt as raw materials, and taking water as a solvent, wherein the molar ratio of m-ethoxy-N,N-diethyl aniline to iodized salt is 1: (1 to 1.5), the molar ratio of protonic acid to m-ethoxy-N,N-diethyl aniline is 1: (0.1 to 0.2), and the reaction time is 4-6 hours; after the reaction is concluded, alkali-washing the obtained reaction product and then extracting, neutralizing by a water phase and then dehydrating, so as to obtain m-hydroxy-N,N-diethyl aniline. The de-ethylation system provided by adopting the method aforementioned can be used for transforming m-ethoxy-N,N-diethyl aniline used as a byproduct to the product, that is, m-hydroxy-N,N-diethyl aniline, via de-ethylation.
Description
Technical field
The present invention relates to the chemical intermediate of a kind of synthetic method of aromatic amine compound, particularly a kind of organic synthesis---a hydroxy-n, the synthetic method of N-Diethyl Aniline (N, N-Diethyl-3-aminophenol).
Background technology
Between hydroxy-n, N-Diethyl Aniline, its molecular formula is C
10h
15nO, its structural formula is as follows:
Between hydroxy-n, N-Diethyl Aniline is a kind of important intermediate for dyestuff, medicine, makeup etc., is widely used in heat, pressure sensitive dye.Wherein, in dyestuffs industries, it is the intermediate of the dyestuffs such as rhodamine b extra 500, acid brilliant pink, rhodamine.M-oxethyl-N, N-Diethyl Aniline is taking Metha Amino Phenon hydroxy-n as between raw material production, the Main By product of N-Diethyl Aniline, if can slough the ethyl being connected with oxygen, just can obtain economic worth higher between hydroxy-n, N-Diethyl Aniline.The method of the de-ethyl of having reported mainly contains following two kinds:
Method one: taking Aluminum chloride anhydrous and thiocarbamide as catalyzer, water, as solvent, generates phenol to the de-ethyl of phenyl ethyl ether; Temperature of reaction is 90 DEG C, reaction times 1h; Be cooled to afterwards room temperature, add hydrochloric acid, with chloroform extraction, organic layer anhydrous sodium sulfate drying, then evaporate, obtain product phenol, yield is 94.3%(WO2006061666 (A2)).This route yield is higher, but thiocarbamide price is high, and Aluminum chloride anhydrous consumption is large, and aftertreatment complexity.The method economy is low, is not suitable for industrialization.
Method two: taking aluminum iodide as catalyzer, tetrabutyl aluminum iodide is phase-transfer catalyst, taking hexanaphthene as solvent, generates phenol to the de-ethyl of phenyl ethyl ether, is heated to 100 DEG C of left and right back flow reaction 1h, transformation efficiency 90%.This method will have been used more expensive aluminum iodide, and cost is higher, is not suitable for industrialization.In the method, for example, if use other iodized salt (sodium iodide or potassiumiodide) instead as catalyzer, will make reaction yield greatly reduce.
Summary of the invention
The technical problem to be solved in the present invention is to provide hydroxy-n between one, the synthetic method of N-Diethyl Aniline, the de-ethyl system that adopts the method to provide, can make the m-oxethyl-N as by product, the de-ethyl of N-Diethyl Aniline is transformed into product--a hydroxy-n, N-Diethyl Aniline.
In order to solve the problems of the technologies described above, the invention provides hydroxy-n between one, the synthetic method of N-Diethyl Aniline, with m-oxethyl-N, N-Diethyl Aniline, protonic acid and iodized salt are raw material, carry out heating reflux reaction (, reacting in 90 ~ 110 DEG C) taking water as solvent; M-oxethyl-N, the mol ratio of N-Diethyl Aniline and iodized salt is 1:1 ~ 1.5, protonic acid and m-oxethyl-N, the mol ratio of N-Diethyl Aniline is 1:0.1 ~ 0.2, the reaction times is 4 ~ 6h;
After reaction finishes, will after the reaction product alkali cleaning of gained, extract, in water, with rear dehydration, obtain a hydroxy-n, N-Diethyl Aniline.
As of the present invention hydroxy-n, the improvement of the synthetic method of N-Diethyl Aniline: protonic acid is phosphoric acid, hydrochloric acid, Hydrogen bromide, dilute sulphuric acid or rare nitric acid;
Dilute sulphuric acid is that mass concentration is 30 ~ 40% sulphuric acid soln, and rare nitric acid is that mass concentration is 30 ~ 50% salpeter solution.
As of the present invention hydroxy-n, the further improvement of the synthetic method of N-Diethyl Aniline: iodized salt is sodium iodide or potassiumiodide.
As of the present invention hydroxy-n, the further improvement of the synthetic method of N-Diethyl Aniline: extraction liquid is ethyl acetate, n-butyl acetate.
As of the present invention hydroxy-n, the further improvement of the synthetic method of N-Diethyl Aniline: with m-oxethyl-N, N-Diethyl Aniline, phosphoric acid and potassiumiodide are raw material, taking water as solvent in 100 DEG C of back flow reaction 5 h; M-oxethyl-N, the mol ratio of N-Diethyl Aniline and potassiumiodide is 1:1, phosphoric acid and m-oxethyl-N, the mol ratio of N-Diethyl Aniline is 0.3:0.05.
In the present invention: add excessive alkali lye to carry out alkali cleaning in the reaction product of gained, the feed liquid after alkali cleaning extracts with extraction liquid, separates water, and acid neutralization, to neutral solution, removes water, obtains a hydroxy-n, N-Diethyl Aniline.Protonic acid is responsible for providing hydrogen ion.M-oxethyl-N of every 0.05mol, N-Diethyl Aniline adapted 15 ~ 25g is as the water of solvent.
In the present invention, because iodized salt is as reaction raw materials (instead of as the catalyzer of informing in background technology mode two), therefore large usage quantity, contriver selects different iodized salts to test in invention process, finally select price relatively low two kinds of water-soluble salts---sodium iodide or potassiumiodide, can control cost and can ensure higher yield.
Of the present invention hydroxy-n, the synthetic reaction equation of N-Diethyl Aniline is as follows:
。
Of the present invention hydroxy-n, the preparation method of N-Diethyl Aniline, tool has the following advantages: the method has been used the iodized salt that cost is low, reaction conditions gentleness, the solvent of reaction is water, and aftertreatment is comparatively simple, and yield is higher.
Embodiment
Hydroxy-n between embodiment 1, one, the preparation method of N-Diethyl Aniline, with m-oxethyl-N, N-Diethyl Aniline and phosphoric acid and potassiumiodide are raw material, water as solvent carries out following steps successively:
(1) in the there-necked flask of 100ml, add 10.0g(0.05mol) m-oxethyl-N, N-Diethyl Aniline, 20g water (making solvent), 35ml phosphoric acid (0.3mol), 8.3g potassiumiodide (0.05mol), magnetic agitation, is warming up to 100 DEG C and refluxes 5 hours.
(2) react complete, in the reaction product of gained, add the 30wt%NaOH(0.6075mol of 81g) solution (being decidedly superior to the amount of residue phosphoric acid), obtain the feed liquid after alkali cleaning.
N-butyl acetate 30ml extraction for feed liquid after alkali cleaning, thus the organic phase that is positioned at upper strata and the water that is positioned at lower floor obtained; In organic phase, contain a small amount of unreacted m-oxethyl-N, N-Diethyl Aniline; Water first adds dilute hydrochloric acid (mass concentration is 10%) and is neutralized to Ph=7, then rotary evaporation sloughs water (now, HCl is also removed, and following examples are equal to), finally obtains a hydroxy-n, N-Diethyl Aniline 7.7g, and yield is 93%.
Hydroxy-n between embodiment 2, one, the preparation method of N-Diethyl Aniline, with m-oxethyl-N, N-Diethyl Aniline and phosphoric acid and sodium iodide are raw material, water as solvent carries out following steps successively:
(1) in the there-necked flask of 100ml, add 10.0g(0.05mol) m-oxethyl-N, N-Diethyl Aniline, 20g water (making solvent), 35ml phosphoric acid (0.3mol), 7.5g sodium iodide (0.05mol), magnetic agitation, is warming up to 110 DEG C and refluxes 5 hours.
(2) react complete, in the reaction product of gained, add the 30wt%NaOH(0.6075mol of 81g) solution (being decidedly superior to the amount of residue phosphoric acid), obtain the feed liquid after alkali cleaning.N-butyl acetate 30ml extraction for feed liquid after alkali cleaning, thus the organic phase that is positioned at upper strata and the water that is positioned at lower floor obtained; In organic phase, contain a small amount of unreacted m-oxethyl-N, N-Diethyl Aniline; Water first adds dilute hydrochloric acid (mass concentration is 10%) and is neutralized to Ph=7, then rotary evaporation sloughs water, finally obtains a hydroxy-n, N-Diethyl Aniline 7.0, and yield is 85%.
Hydroxy-n between embodiment 3, one, the preparation method of N-Diethyl Aniline, with m-oxethyl-N, N-Diethyl Aniline and hydrochloric acid and potassiumiodide are raw material, water as solvent carries out following steps successively:
(1) in the there-necked flask of 100ml, add 10.0g(0.05mol) m-oxethyl-N, N-Diethyl Aniline, 20g water (making solvent), 30ml hydrochloric acid (0.3mol), 8.3g potassiumiodide (0.05mol), magnetic agitation, is warming up to 95 DEG C and refluxes 4 hours.
(2) react complete, in the reaction product of gained, add the 30wt%NaOH(0.2025mol of 27g) solution (being decidedly superior to the amount of residue hydrochloric acid), obtain the feed liquid after alkali cleaning.N-butyl acetate 30ml extraction for feed liquid after alkali cleaning, thus the organic phase that is positioned at upper strata and the water that is positioned at lower floor obtained; In organic phase, contain a small amount of unreacted m-oxethyl-N, N-Diethyl Aniline; Water first adds dilute hydrochloric acid (mass concentration is 10%) and is neutralized to Ph=7, then rotary evaporation sloughs water, finally obtains a hydroxy-n, N-Diethyl Aniline 7.5g, and yield is 90.9%.
Hydroxy-n between embodiment 4, one, the preparation method of N-Diethyl Aniline, with m-oxethyl-N, N-Diethyl Aniline and Hydrogen bromide and potassiumiodide are raw material, water as solvent carries out following steps successively:
(1) in the there-necked flask of 100ml, add 10.0g(0.05mol) m-oxethyl-N, N-Diethyl Aniline, 20g water (making solvent), 35ml Hydrogen bromide (0.3mol), 8.3g potassiumiodide (0.06mol), magnetic agitation, is warming up to 105 DEG C and refluxes 4 hours.
(2) react complete, in the reaction product of gained, add the 30wt%NaOH(0.2025mol of 27g) solution (being decidedly superior to the hydrobromic amount of residue), obtain the feed liquid after alkali cleaning.N-butyl acetate 30ml extraction for feed liquid after alkali cleaning, thus the organic phase that is positioned at upper strata and the water that is positioned at lower floor obtained; In organic phase, contain a small amount of unreacted m-oxethyl-N, N-Diethyl Aniline; Water first adds dilute hydrochloric acid (mass concentration is 10%) and is neutralized to Ph=7, then rotary evaporation sloughs water, finally obtains a hydroxy-n, N-Diethyl Aniline 6.3g, and yield is 72%.
Hydroxy-n between embodiment 5, one, the preparation method of N-Diethyl Aniline, with m-oxethyl-N, N-Diethyl Aniline and dilute sulphuric acid (mass concentration is 35%) and potassiumiodide are raw material, water as solvent carries out following steps successively:
(1) in the there-necked flask of 100ml, add 10.0g(0.05mol) m-oxethyl-N, N-Diethyl Aniline, 20g water (making solvent), about 35ml dilute sulphuric acid (0.3mol), 8.3g potassiumiodide (0.06mol), magnetic agitation, is warming up to 90 DEG C and refluxes 6 hours.
(2) react complete, in the reaction product of gained, add the 30wt%NaOH(0.405mol of 54g) solution (being decidedly superior to the amount of residue dilute sulphuric acid), obtain the feed liquid after alkali cleaning.N-butyl acetate 30ml extraction for feed liquid after alkali cleaning, thus the organic phase that is positioned at upper strata and the water that is positioned at lower floor obtained; In organic phase, contain a small amount of unreacted m-oxethyl-N, N-Diethyl Aniline; Water first adds dilute hydrochloric acid (mass concentration is 10%) and is neutralized to Ph=7, then rotary evaporation sloughs water, finally obtains a hydroxy-n, N-Diethyl Aniline 7g, and yield is 85%.
Hydroxy-n between embodiment 6, one, the preparation method of N-Diethyl Aniline, with m-oxethyl-N, N-Diethyl Aniline and rare nitric acid (mass concentration is 40%) and potassiumiodide are raw material, water as solvent carries out following steps successively:
(1) in the there-necked flask of 100ml, add 10.0g(0.05mol) m-oxethyl-N, N-Diethyl Aniline, 20g water (making solvent), the rare nitric acid of about 35ml (0.3mol), 8.3g potassiumiodide (0.05mol), magnetic agitation, is warming up to 110 DEG C and refluxes 4 hours.
(2) react complete, in the reaction product of gained, add 27g30wt%NaOH(0.2025mol) solution (being decidedly superior to the amount of the rare nitric acid of residue), obtain the feed liquid after alkali cleaning.N-butyl acetate 30ml extraction for feed liquid after alkali cleaning, thus the organic phase that is positioned at upper strata and the water that is positioned at lower floor obtained; In organic phase, contain a small amount of unreacted m-oxethyl-N, N-Diethyl Aniline; Water first adds dilute hydrochloric acid (mass concentration is 10%) and is neutralized to Ph=7, then rotary evaporation sloughs water, finally obtains a hydroxy-n, N-Diethyl Aniline 5.7, and yield is 69%.
Hydroxy-n between embodiment 7, one, the preparation method of N-Diethyl Aniline, with m-oxethyl-N, N-Diethyl Aniline and phosphoric acid and potassiumiodide are raw material, water as solvent carries out following steps successively:
(1) in the there-necked flask of 100ml, add 10.0g(0.05mol) m-oxethyl-N, N-Diethyl Aniline, 20g water (making solvent), 35ml phosphoric acid (0.3mol), 8.3g potassiumiodide (0.05mol), magnetic agitation, is warming up to 100 DEG C and refluxes 4 hours.
(2) react complete, in the reaction product of gained, add 81g30wt%NaOH(0.6075mol) solution (being decidedly superior to the amount of residue phosphoric acid), obtain the feed liquid after alkali cleaning.Ethyl acetate 30ml extraction for feed liquid after alkali cleaning, thus the organic phase that is positioned at upper strata and the water that is positioned at lower floor obtained; In organic phase, contain a small amount of unreacted m-oxethyl-N, N-Diethyl Aniline; Water first adds dilute hydrochloric acid (mass concentration is 10%) and is neutralized to Ph=7, then rotary evaporation sloughs water, finally obtains a hydroxy-n, N-Diethyl Aniline 7.3g, and yield is 88.5%.
Finally, it is also to be noted that, what more than enumerate is only several specific embodiments of the present invention.Obviously, the invention is not restricted to above embodiment, can also have many distortion.All distortion that those of ordinary skill in the art can directly derive or associate from content disclosed by the invention, all should think protection scope of the present invention.
Claims (4)
1. a hydroxy-n, the synthetic method of N-Diethyl Aniline, is characterized in that: with m-oxethyl-N, N-Diethyl Aniline, protonic acid and iodized salt are raw material, carry out heating reflux reaction taking water as solvent; M-oxethyl-N, the mol ratio of N-Diethyl Aniline and iodized salt is 1:1 ~ 1.5, protonic acid and m-oxethyl-N, the mol ratio of N-Diethyl Aniline is 1:0.1 ~ 0.2, the reaction times is 4 ~ 6h;
Described protonic acid is phosphoric acid, hydrochloric acid, Hydrogen bromide, dilute sulphuric acid or rare nitric acid; Described dilute sulphuric acid is that mass concentration is 30 ~ 40% sulphuric acid soln, and rare nitric acid is that mass concentration is 30 ~ 50% salpeter solution;
After reaction finishes, will after the reaction product alkali cleaning of gained, extract, in water, with rear dehydration, obtain a hydroxy-n, N-Diethyl Aniline.
2. according to claim 1 hydroxy-n, the synthetic method of N-Diethyl Aniline, is characterized in that: described iodized salt is sodium iodide or potassiumiodide.
3. according to claim 2 hydroxy-n, the synthetic method of N-Diethyl Aniline, is characterized in that: in extraction step, extraction liquid used is ethyl acetate, n-butyl acetate.
4. according to hydroxy-n between described in claim 2 or 3, the synthetic method of N-Diethyl Aniline, is characterized in that: with m-oxethyl-N, N-Diethyl Aniline, phosphoric acid and potassiumiodide are raw material, taking water as solvent in 100 DEG C of back flow reaction 5 h; M-oxethyl-N, the mol ratio of N-Diethyl Aniline and potassiumiodide is 1:1, phosphoric acid and m-oxethyl-N, the mol ratio of N-Diethyl Aniline is 0.3:0.05.
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| New system of deprotection step for the hydroxide radicals: boron trifluoride etherate/sodium iodide;Cao, Yuqing等;《International Journal of Chemistry (Toronto, ON, Canada)》;20111231;第3卷(第3期);第114页2.2一般操作方法部分，第116页表1第1条记录，第117页图2 * |
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