CN113233979A - Preparation method of 4-acetoxyl-2-methyl-2-butenal - Google Patents

Preparation method of 4-acetoxyl-2-methyl-2-butenal Download PDF

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CN113233979A
CN113233979A CN202110474718.4A CN202110474718A CN113233979A CN 113233979 A CN113233979 A CN 113233979A CN 202110474718 A CN202110474718 A CN 202110474718A CN 113233979 A CN113233979 A CN 113233979A
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methyl
butenal
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chloride
acetoxyl
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CN113233979B (en
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李天文
田金金
黄高峰
徐坤仑
陈建煌
刘丽丽
李鸿亮
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Shandong Nhu Vitamin Co ltd
Shangyu Nhu Biochemical Industry Co ltd
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Shangyu Nhu Biochemical Industry Co ltd
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Abstract

The invention discloses a method for preparing 4-acetoxyl-2-methyl-2-butenal, which adopts a catalyst system consisting of a cobalt acid complex and a metal chloride to mix 4-acetoxyl-2-methylbutanal (III) with hydrogen and prepare the 4-acetoxyl-2-methyl-2-butenal by heating reaction. This step of the prior art requires the use of noble metals as catalysts, and is not high in both yield and selectivity. The method does not need to use a noble metal catalyst, has lower cost, high double bond isomerization reaction speed and high reaction yield, and is easy to realize industrial production.

Description

Preparation method of 4-acetoxyl-2-methyl-2-butenal
Technical Field
The invention belongs to the field of chemical intermediate preparation, and particularly relates to a preparation method of 4-acetoxyl-2-methyl-2-butenal.
Background
4-acetoxyl-2-methyl-2-butenal (hereinafter referred to as C5) is a key intermediate for synthesizing vitamin A acetate and derivatives thereof by a C15+ C5 route developed by BASF. The product quality and the production cost of C5 directly determine the advantages and disadvantages of the whole synthetic route of vitamin A acetate and derivatives thereof, so the optimization and improvement of the synthetic process of C5 are the hot points of research. The synthesis process of C5 has been extensively studied and a number of synthetic methods have been developed, however, only four of the following have been demonstrated to be suitable for industrialization:
(1) the dimethoxyacetone route (formula 2), has major problems: dangerous nitrated compounds are used, so that potential safety hazards exist; the process has long route, low total yield and high total cost (for example, US3478060, US4147886, GB871804 and US 4301084).
Figure BDA0003046962720000011
Formula 2 Dimethoxyacetone route
(2) The butenediol route (formula 3), which has major problems, is: the conversion rate of double bond isomerization reaction is not high, generally about 30 percent, and the raw materials need to be recycled for multiple times; the hydroformylation reaction needs to use 600-800 kg of pressure, the equipment requirement is very high, and the noble metal Rh is used as a catalyst and is difficult to recover and reuse; the reaction selectivity is low and generally does not exceed 70% (for example, US3732287, GB 1487274).
Figure BDA0003046962720000021
Butenediol route of formula 3
(3) The ethylene oxide route (formula 4), which has major problems, is: the intermediate acetoxyacetaldehyde has poor stability, and is difficult to store and post-treat; and the condensation reaction inevitably has a considerable proportion of self-condensation products of propionaldehyde, the reaction selectivity is not high, and the reaction yield is low (for example: U.S. Pat. No. 5,430,6677,1357435,4873362).
Figure BDA0003046962720000022
Oxirane scheme of formula 4
(4) The isoprene route (formula 5), the main problem of which is: the synthetic route is long, trichloroisocyanuric acid is used, a large amount of solid waste is generated and is difficult to treat, the three wastes generated in the whole route are very large, the total yield is low, and the total cost is higher (for example, CN1844077 and CN 101045685).
Figure BDA0003046962720000023
Isoprene route of formula 5
Of the four commercial routes, the butenediol route is safer and less costly than the other two routes, with obvious advantages. Therefore, optimization of the butenediol route has been a focus of attention.
The Roche company developed a synthetic route based on butenediol, different from BASF (formula 6). The hydroformylation reaction of the Roche route only generates a target product, the selectivity is close to 100 percent, and the method is obviously superior to the BASF route. However, the Roche route has a problem in that the decarboxylation product double bond isomerization process uses noble metal palladium as a catalyst, which is costly. Moreover, the conversion rate of the double bond isomerization reaction is only 61 percent, the selectivity is only 80 percent, and the yield is low, thereby affecting the advantages of the route (for example, US 4124619).
Figure BDA0003046962720000031
C5 synthetic route based on butenediol developed by formula 6 Roche
So far, the optimization research of the catalyst system for the double bond isomerization reaction of the Roche route is very little. For example, CN110734374, CN103467287 adopts a method for double bond isomerization reaction which is not much different from Roche route, and adopts the combination of noble metal palladium and hydrogen, and does not optimize and improve the catalyst system. CN110143875, although not using hydrogen, may still need to use noble metal as catalyst. US4677230, CN104995165 each report a double bond isomerization process of an enal or ketene using also noble metals palladium, platinum in combination with hydrogen or a hydrogen source.
From the above analysis, it can be seen that the butenediol route is a more advantageous C5 synthesis route. In the butenediol route, the hydroformylation reaction of the Roche route has significant advantages over the BASF route. However, the Roche route double bond isomerization reaction method has the following two problems: (1) noble metals such as palladium or platinum are needed as catalysts, so the cost is high; (2) the conversion rate and the selectivity are not high, and the yield is low. Therefore, the catalyst system needs to be optimized to solve the problems existing in the double bond isomerization and reduce the production cost of C5.
Document J.Am.chem.Soc.2016,138,7698-7704 reports that a bis [ (difluoroboryl) diketodioxime subunit ] cobaltic acid complex is used as a catalyst to realize double bond isomerization reaction in a hydrogen atmosphere. The method does not need to use noble metal as a catalyst, and the preparation method of the catalyst is mature. We attempted to apply this method to the Roche route decarboxylation product double bond isomerization to C5. The result shows that the conversion rate of the reaction raw materials of the method can reach 94%, the selectivity of the C5 product can reach 70%, and the effect is obviously superior to that of the double bond isomerization reaction method of the Roche route. However, this method is a reaction mechanism process using a radical as an intermediate, and there are three competing reactions of double bond isomerization, double bond reduction, and double bond polymerization. The results of the product separation experiments show that the method has three problems: (1) the reaction speed is slow, the reaction time is very long, and more than 48 hours is generally needed for reaching the maximum conversion rate. (2) The proportion of the hydrogenation reaction by-products is large, and the current proportion is about 10 percent; (3) under the reaction conditions, about 20 percent of free radical polymerization products exist, and the yield of the reaction is seriously influenced.
In conclusion, the double bond isomerization reaction is the key for synthesizing C5 by the Roche hydroformylation route, and the existing method has the problems of low yield and high cost. The combination of the cobalt acid complex and hydrogen gas is used for carrying out double bond isomerization reaction, and the problem that noble metal is needed in the Roche route is solved. However, the reaction speed and yield of the method are still not ideal, and further optimization is needed to ensure industrial value.
Disclosure of Invention
The technical problem to be solved by the invention is to overcome the defects in the prior art, and provide an economic and environment-friendly C5 preparation method, which is a double bond isomerization method which does not need to use noble metals, has high reaction speed and high reaction yield, is easy to realize industrialization, and can effectively reduce the production cost of C5.
In order to achieve the purpose, the invention adopts the following technical scheme:
a preparation method of C5, comprising the following steps:
under the catalysis of a cobalt acid complex and a metal chloride, the 4-acetoxyl-2-methylbutanal (III) generates double bond isomerization reaction under the action of hydrogen, and the C5 is obtained after the reaction is finished and post-treatment is carried out;
the reaction formula is as follows:
Figure BDA0003046962720000041
wherein the cobaltic acid complex has the chemical formula of Co (dmgBF)2)2L2Structural formula is
Figure BDA0003046962720000042
L is a solvent molecule; the molecular formula of the metal chloride is MClnM is a metal ion, and n is 1 to 4.
Through experimental research, the fact that a cobalt acid complex and a metal chloride are combined into a new catalyst system is found, and the reaction speed and the reaction yield of double-bond isomerization can be effectively improved. The theory of action is that metal chloride is used as Lewis acid to coordinate with carbonyl, so that the stability of a free radical intermediate is improved, the speed of free radical polymerization is reduced, and the proportion of free radical products is reduced. The reaction speed is also accelerated because the stability of the free radical intermediate is improved and the concentration of the free radical intermediate is correspondingly increased. This is of great importance to reduce the production cost of C5.
The L is related to a solvent used in the preparation process of the cobaltic acid complex, preferably, the L is DMF, acetonitrile, tetrahydrofuran, water or a methanol molecule, preferably water or a tetrahydrofuran molecule, and in this case, the reaction efficiency is high. The amount of the cobalt acid complex is 0.1-4% by mass, preferably 0.5-2% by mass, based on the mass of 4-acetoxy-2-methylbutanal.
In the invention, the metal chloride is Lewis acid, preferably, the metal chloride is one or more of stannous chloride, stannic chloride, ferrous chloride, ferric chloride, cuprous chloride, cupric chloride and zinc chloride, and most preferably stannous chloride;
the metal chloride is used in an amount of 0.5 to 10 per thousand, preferably 1 to 3 per thousand, based on the mass of 4-acetoxyl-2-methylbutanal.
In the invention, the double bond isomerization reaction is carried out in an organic solvent;
the organic solvent is preferably an aromatic solvent, preferably an aromatic solvent containing one benzene, more preferably toluene or xylene, and still more preferably toluene.
Preferably, the reaction temperature of the double bond isomerization reaction is 30-90 ℃, and preferably 40-60 ℃.
Preferably, the pressure of the hydrogen gas is 10 to 100atm, preferably 30 to 60 atm.
The invention further provides a preparation method of C5, which comprises the following steps:
(1)1, 4-butylene glycol reacts with an acetylation reagent under the heating condition to obtain 1, 4-butylene glycol diacetate (I);
(2) under the catalysis of metal rhodium complex and phosphite ester, under the action of carbon monoxide and hydrogen, obtaining 2-formyl-1, 4-butanediol diacetate (II) from the 1, 4-butylene glycol diacetate (I) obtained in the step (1);
(3) performing decarboxylation on the 2-formyl-1, 4-butanediol diacetate (II) obtained in the step (2) to obtain 4-acetoxyl-2-methylbutanal (III);
(4) c5 was obtained according to the method described above.
The preparation method takes the method as a key step, takes 1, 4-butylene glycol as a commercial raw material as an initiator to carry out reaction, and comprises the following specific route:
Figure BDA0003046962720000061
in the step (1), the acetylation reagent is one or more of acetic acid, acetic anhydride, acetyl chloride and acetate, preferably acetic acid or acetic anhydride.
In the step (1), the molar ratio of the 1, 4-butylene glycol to the acetylation reagent is 1: 2-10, preferably 1: 2 to 4.
In the step (1), the reaction temperature is 90-150 ℃, and preferably 100-130 ℃.
In step (1), the reaction is carried out in the absence of a solvent or in an inert solvent (e.g., toluene, xylene), preferably in the absence of a solvent.
In the step (2), the synthesis method of the 2-formyl-1, 4-butanediol diacetate (II) is the prior art, and for example, the synthesis method can be referred to CN 1197788A.
In the step (3), the synthesis method of 4-acetoxyl-2-methylbutanal (III) is the prior art, and for example, the synthesis method can be referred to the methods of US3840589 and GB 1312830.
Compared with the prior art, the invention has the beneficial effects that:
(1) the invention uses cobalt acid complex and metal chloride to compose catalyst, the reaction effect is more ideal, the by-product of hydrogenation reaction is reduced from 10% to 5%, the free radical polymerization product is reduced from 20% to 5%, the selectivity of C5 is improved from 70% to 90%, and the defects of the prior art are overcome.
(2) The cobalt acid complex used in the invention has a mature synthesis process, is cheap and easy to obtain, and is beneficial to realizing industrial production.
(3) The method does not need to use noble metal for catalysis, has few byproducts, less waste discharge amount, easy treatment and little influence on the environment.
Detailed Description
The present invention will be further described with reference to the following embodiments.
The 2-formyl-1, 4-butanediol diacetate in the examples was synthesized from 1, 4-butenediol diacetate by the method described in reference to CN 1197788A. The 4-acetoxyl-2-methylbutanal is synthesized by taking 2-formyl-1, 4-butanediol diacetate as a raw material according to the methods of US3840589 and GB 1312830. Catalyst Co (dmgBF)2)2L2Reference is made to the methods provided by inorg. chem.2014,53,10743 and references thereto.
EXAMPLE 11 Synthesis of 4, 4-butenediol diacetate
Figure BDA0003046962720000071
A5L four-necked flask was charged with (1200.00g,13.62mol)1, 4-butenediol and (2920.00g,28.60mol) acetic anhydride, mechanically stirred, stirred at 600r/min and heated to 120 ℃. The progress of the reaction was monitored by gas chromatography analysis and after 7h the conversion of 1, 4-butenediol was complete.
A simple reduced pressure distillation device is built, 1752.04g of a mixture of acetic acid and anhydride and 2324.34g of 1, 4-butylene glycol diacetate are obtained by distillation, and the reaction yield is 99.18%.
1H NMR(400MHz,CDCl3)δ5.76(ddd,J＝5.0,3.9,1.2Hz,2H),4.68(dd,J＝3.9,1.1Hz,4H),2.08(s,6H)；
13C NMR(100MHz,CDCl3)δ170.43,127.82,59.71,20.65；
GC-MS:m/z 112,70,43。
EXAMPLE 21 Synthesis of 4-butenediol diacetate
Figure BDA0003046962720000072
A5L four-neck flask is charged with (1200.00g,13.62mol)1, 4-butenediol and (3268.80g,54.48mol) acetic acid, a magnetic stirring and rectifying device is arranged, stirring is started, the rotating speed is 600r/min, heating is carried out to 120 ℃, and water generated in the reaction is evaporated while the reaction is carried out. The progress of the reaction was monitored by gas chromatography analysis and after 9h the conversion of 1, 4-butenediol was complete.
The reaction product was separated by rectification under reduced pressure to give 1601.31g of unreacted acetic acid and 2318.93g of 1, 4-butenediol diacetate in a reaction yield of 98.88%.
EXAMPLE synthesis of 32-formyl-1, 4-butanediol diacetate
To a 1L autoclave were added 1, 4-butenediol diacetate (300.00g,1.74mol), rhodium acetylacetonate dicarbonyl (10.60mg,0.04mmol), tris (2,4, -di-t-butylphenyl) phosphite (2.59g,4mmol) and 100mL of toluene under nitrogen. With a CO/H molar ratio of 1/12The nitrogen in the autoclave was replaced with a mixed gas, and the pressure of the autoclave was adjusted to 110atm with the same gas mixture. Heating and stirring were started, the temperature was set at 75 ℃ and the stirring rate was set at 420 rpm. The initial temperature of the reaction kettle is 20 ℃, and the temperature rises to 75 ℃ after heating for 1 hour. After the temperature was raised to 75 ℃, the reaction was continued for 10 hours. Heating and stirring were stopped, and 435.83g of a reaction solution was obtained. The reaction solution was used directly in the next reaction.
Example 44 Synthesis of acetoxy-2-Methylenebutanal
The reaction solution obtained in example 3 was transferred to a 1L four-necked flask, and triethylamine (1.50mL,0.011mol) was added thereto, followed by heating and stirring at 77 ℃ and a stirring rate of 400 rpm. After the temperature was raised to 77 ℃, the reaction was continued for 5 hours. A simple distillation device is built, water circulation pump is used for pumping vacuum, the vacuum degree is 2000Pa, and the temperature is set to be 42 ℃. After 2 hours, 70.51g of a mixture of toluene, acetic acid and triethylamine was obtained. The mixture is vacuumized by an oil pump, the vacuum degree is 300Pa, the temperature is set to be 70 ℃, and the mixture is distilled for 3 hours to obtain 233.20g of 4-acetoxyl-2-methylene butyraldehyde product, wherein the reaction yield is 94.16 percent by taking 1, 4-butylene glycol diacetate as a raw material.
1H NMR(400MHz,CDCl3)δ9.53(s,1H),6.33(s,1H),6.09(s,1H),4.17(t,J＝6.8Hz,2H),2.58(t,J＝6.8Hz,2H),2.01(s,3H)；
13C NMR(100MHz,CDCl3)δ195.18,170.51,147.91,136.22,62.13,31.20,20.59；
GC-MS:m/z 112,100,82,71,43。
Synthesis of examples 5-16C5
(500.00g,3.50mol) 4-acetoxy-2-methylbutanal, 200mL toluene and (5.00g) Co (dmgBF)2)2(L)2And 0.50g of chloride, and after the catalyst was sufficiently dissolved, it was charged into a 1L autoclave. The air in the system was replaced three times with nitrogen by a 1L autoclave. Heating is started, the temperature is set to be 50 ℃, the rotating speed is 250rpm, hydrogen is introduced, the pressure is adjusted to be 50atm, and heating is continued for 10 hours after the temperature is raised to 50 ℃. The reaction was stopped and the reaction solution was extruded. Vacuum distillation, toluene removal and heavy component removal. The obtained heavy crude product is rectified under reduced pressure to obtain a C5 pure product with the content of 99 percent. The results obtained under different conditions are shown in table 1 below.
TABLE 1 results for examples 5 to 16
Examples L Chloride compound Raw material conversion/% Product selectivity/%) Amount of heel/percent Isolated yield/%
5 Water (W) Ferrous chloride 92.54 87.23 7.58 75.68
6 Water (W) Stannous chloride 94.02 90.54 5.14 80.27
7 Water (W) Tin tetrachloride 91.52 84.65 8.95 68.59
8 Water (W) Ferric chloride 90.21 81.59 11.54 65.17
9 Tetrahydrofuran (THF) Ferrous chloride 93.08 88.37 6.84 78.09
10 Tetrahydrofuran (THF) Stannous chloride 95.31 91.28 4.86 81.50
11 Tetrahydrofuran (THF) Tin tetrachloride 92.11 86.52 7.10 74.95
12 Tetrahydrofuran (THF) Ferric chloride 91.44 84.29 7.84 72.63
13 Methanol Ferrous chloride 92.45 74.51 15.96 58.69
14 Methanol Stannous chloride 93.48 78.40 12.98 61.22
15 Methanol Tin tetrachloride 92.78 72.18 17.57 56.47
16 Methanol Ferric chloride 91.88 70.11 19.54 51.29
The analytical test results for C5 are as follows:
1H NMR(400MHz,CDCl3)δ9.40(s,1H),6.45(tq,J＝4.8,1.2Hz,1H),4.85(dd,J＝4.8,1.2Hz,2H),2.07(s,3H),1.75(d,J＝1.2Hz,3H),；
13C NMR(100MHz,CDCl3)δ194.06,170.61,145.71,140.55,60.86,20.73,9.48；
GC-MS:m/z 100,82,71,43。
examples 17 to 30
(500.00g,3.50mol) 4-acetoxy-2-methylbutanal, 200mL solvent, Co (dmgBF)2)2(THF)2And stannous chloride, which is added into the 1L autoclave after the catalyst is fully dissolved. The air in the system was replaced three times with nitrogen by a 1L autoclave. And starting heating, setting the temperature to be T, rotating at the speed of 250rpm, introducing hydrogen, adjusting the pressure to be P, and continuing heating for 10 hours after the temperature is raised to the set temperature. The reaction was stopped and the reaction solution was extruded. Vacuum distillation, toluene removal and heavy component removal. The obtained heavy crude product is rectified under reduced pressure to obtain a C5 pure product with the content of 99 percent. The results obtained under different conditions are shown in table 2 below.
TABLE 2 results of examples 17 to 30
Figure BDA0003046962720000101
Examples 31 to 36 control experiments
(500.00g,3.50mol) 4-acetoxy-2-methylbutanal, 200mL toluene and (5.00g) Co (dmgBF)2)2(L)2After the catalyst was sufficiently dissolved, the solution was charged into a 1L autoclave. The air in the system was replaced three times with nitrogen by a 1L autoclave. Heating is started, the temperature is set to be 50 ℃, the rotating speed is 250rpm, hydrogen is introduced, the pressure is adjusted to be 50atm, and heating is continued for t hours after the temperature is raised to 50 ℃. The reaction was stopped and the reaction solution was extruded. Vacuum distillation, toluene removal and heavy component removal. The obtained heavy component-removed crude product was rectified under reduced pressure to obtain a pure product of C5 with a content of 99%, and the results are shown in Table 3 below.
TABLE 3 results for examples 31 to 36
Examples L The holding time t/h Raw material conversion/% Product selectivity/%) Amount of heel/percent Isolated yield/%
31 Water (W) 24 67.28 85.69 9.58 50.25
32 Water (W) 36 84.19 74.28 14.28 51.36
33 Water (W) 48 93.55 70.16 19.51 54.64
34 Tetrahydrofuran (THF) 24 69.21 86.29 10.81 51.66
35 Tetrahydrofuran (THF) 36 86.35 75.96 14.76 52.56
36 Tetrahydrofuran (THF) 48 94.01 72.11 20.09 55.41
The above results show that when the reaction is carried out under the same conditions without adding a metal chloride, the reaction rate is significantly decreased. The raw material can be converted to more than 90 percent by prolonging the reaction time, but the product selectivity is reduced along with the prolonging of the reaction time, so that the separation yield is not obviously improved.

Claims (11)

1. A preparation method of 4-acetoxyl-2-methyl-2-butenal is characterized by comprising the following steps:
under the catalysis of a cobalt acid complex and a metal chloride, the 4-acetoxyl group-2-methylbutanal (III) generates double bond isomerization reaction under the action of hydrogen, and after the reaction is finished, the 4-acetoxyl group-2-methyl-2-butenal is obtained through post-treatment;
the reaction formula is as follows:
Figure FDA0003046962710000011
wherein L is a solvent molecule, M is a metal ion, and n is 1-4.
2. The process for preparing 4-acetoxy-2-methyl-2-butenal according to claim 1, wherein L is DMF, acetonitrile, tetrahydrofuran, water or a methanol molecule, preferably water or a tetrahydrofuran molecule;
the amount of the cobalt acid complex is 0.1-4% by mass, preferably 0.5-2% by mass, based on the mass of 4-acetoxy-2-methylbutanal.
3. The method for preparing 4-acetoxyl-2-methyl-2-butenal according to claim 1 or 2, wherein the metal chloride is one or more of stannous chloride, stannic chloride, ferrous chloride, ferric chloride, cuprous chloride, cupric chloride and zinc chloride, preferably stannous chloride;
the dosage of the metal chloride is 0.5-10 per thousand, preferably 1-3 per thousand based on the mass of the 4-acetoxyl-2-methylbutanal.
4. The method for producing 4-acetoxy-2-methyl-2-butenal according to claim 1 or 2, wherein the double bond isomerization reaction is carried out in an organic solvent;
the organic solvent is an aromatic hydrocarbon solvent, preferably toluene or xylene, and more preferably toluene.
5. The method for producing 4-acetoxy-2-methyl-2-butenal according to claim 1 or 2, wherein the reaction temperature of the double bond isomerization is 30 to 90 ℃, preferably 40 to 60 ℃.
6. The method for producing 4-acetoxy-2-methyl-2-butenal according to claim 1 or 2, wherein the pressure of the hydrogen gas is 10 to 100atm, preferably 30 to 60 atm.
7. A preparation method of 4-acetoxyl-2-methyl-2-butenal is characterized by comprising the following steps:
(1)1, 4-butylene glycol reacts with an acetylation reagent under the heating condition to obtain 1, 4-butylene glycol diacetate (I);
(2) under the catalysis of metal rhodium complex and phosphite ester, under the action of carbon monoxide and hydrogen, obtaining 2-formyl-1, 4-butanediol diacetate (II) from the 1, 4-butylene glycol diacetate (I) obtained in the step (1);
(3) performing decarboxylation on the 2-formyl-1, 4-butanediol diacetate (II) obtained in the step (2) to obtain 4-acetoxyl-2-methylbutanal (III);
(4) 4-acetoxyl-2-methyl-2-butenal is obtained by using 4-acetoxyl-2-methylbutanal (III) as a raw material according to the method of any one of claims 1 to 6.
8. The method for preparing 4-acetoxy-2-methyl-2-butenal according to claim 7, wherein in the step (1), the acetylating agent is one or more selected from acetic acid, acetic anhydride, acetyl chloride and acetic ester, preferably acetic acid or acetic anhydride.
9. The process for producing 4-acetoxy-2-methyl-2-butenal according to claim 7, wherein in the step (1), the molar ratio of 1, 4-butenediol to the acetylating agent is 1: 2-10, preferably 1: 2 to 4.
10. The method for producing 4-acetoxy-2-methyl-2-butenal according to claim 7, wherein the reaction temperature in the step (1) is 90 to 150 ℃, preferably 100 to 130 ℃.
11. The process for producing 4-acetoxy-2-methyl-2-butenal according to claim 7, wherein in the step (1), the reaction is carried out under solvent-free conditions or in an inert solvent, preferably under solvent-free conditions.
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