New synthesis technology of methyl benzoylformate

Abstract

The invention relates to a brand new synthesis technology of a photoinitiator and herbicide metamitron intermediate methyl benzoylformate. The technology has not been reported in literatures. The technology comprises the following steps: acetophenone used as an initial raw material reacts with methyl nitrite under the action of hydrogen chloride to obtain 2,2-dimethoxyacetophenone, 2,2-dimethoxyacetophenone undergoes chlorine chlorination (or bromine bromination) under the catalysis action of a catalyst 4-methyl-2,6-di-tert-butyl phenol, and a molecule of haloalkane is removed from the chlorinated or brominated 2,2-dimethoxyacetophenone to obtain methyl benzoylformate. Influences of hydrogen chloride on the production of 2,2-dimethoxyacetophenone in the reaction and influences of the catalyst 4-methyl-2,6-di-tert-butyl phenol on the production of methyl benzoylformate are researched to determine the optimal conditions of the production of methyl benzoylformate. The new technology provided by the invention is simple to operate, and is economical.

Description

technical field

[0001] The invention belongs to a new method for preparing a photoinitiator and a pesticide intermediate methyl benzoylformate in the field of compound synthesis, and there is no literature report. Background technique

[0002] Photocuring technology is a new technology that came out in the middle of the 20th century. It uses ultraviolet light (visible light) as an energy source to trigger a process in which chemically reactive liquid substances are rapidly transformed into solids. Compared with the traditional thermal curing technology, it has the advantages of fast curing speed, high efficiency, less pollution, excellent performance and low cost, and is a rapidly developing "green" new technology. In 1946, Inmot Corporation of the United States obtained the first patent on ultraviolet curing (UV). In 1967, the German Bayer company industrialized UV curing technology and began to apply it to wood processing, which led to the concept of photoinitiators. In ...

Examples

Embodiment 2

[0029] (1) In a 2000-liter reactor, add 600kg of methanol and 240kg of acetophenone, feed 64kg of dry hydrogen chloride gas under ice water cooling, and feed 260kg of methyl nitrite at a temperature of 30-35°C. After passing through, continue React at this temperature for 2 hours, stop the reaction, steam out methanol to obtain the crude product, add 400kg of toluene, neutralize with 10% sodium hydroxide solution, separate the liquids to obtain the toluene solution in the upper layer, and steam the toluene to obtain the crude product. The product was subjected to vacuum distillation to obtain 248kg of 2,2-dimethoxyacetophenone with a yield of 68.9%.

[0030] (2) In a 1000-liter reactor, add 180kg of 2,2-dimethoxyacetophenone, 18kg of 4-methyl-2,6-di-tert-butylphenol and 400kg of chlorobenzene, heat to 110°C, and feed Chlorine 71kg, have hydrogen chloride and methyl chloride gas to emit in the reaction process, gas chromatographic tracking reaction process, stop feeding chlorin...

Embodiment 3

[0032] In a 1000ml reaction flask, add 400g of cyclohexane, 18g of 4-methyl-2,6-di-tert-butylphenol and 180g of 2,2-dimethoxyacetophenone, heat to 60-70°C, drop 158g bromine, produce methyl bromide and hydrogen bromide gas in the reaction process, continue stirring reaction for 1 hour after dripping, stop reaction, cool, pass into nitrogen to get rid of excess bromine and hydrogen bromide gas, use saturated carbonic acid Washing with sodium solution, separating the liquids, distilling off the cyclohexane to obtain a crude product, and rectifying under reduced pressure to obtain 152 g of methyl benzoylformate with a yield of 92.7%.

Embodiment 4

[0034] In a 1000ml reaction flask, add 400g of chlorobenzene, 18g of 4-methyl-2,6-di-tert-butylphenol and 180g of 2,2-dimethoxyacetophenone, heat to 110-120°C, add dropwise 158g Bromine, methyl bromide and hydrogen bromide gas are produced during the reaction process, continue to stir the reaction for 1 hour after the drop is over, stop the reaction, cool, feed nitrogen to drive away the excess bromine and hydrogen bromide gas, and use saturated sodium carbonate The solution was washed and separated, and the chlorobenzene solution in the lower layer was distilled off under reduced pressure to obtain a crude product, which was rectified under reduced pressure to obtain 148 g of methyl benzoylformate, with a yield of 90.2%.

technical field

[0001] The invention belongs to a new method for preparing a photoinitiator and a pesticide intermediate methyl benzoylformate in the field of compound synthesis, and there is no literature report. Background technique

[0002] Photocuring technology is a new technology that came out in the middle of the 20th century. It uses ultraviolet light (visible light) as an energy source to trigger a process in which chemically reactive liquid substances are rapidly transformed into solids. Compared with the traditional thermal curing technology, it has the advantages of fast curing speed, high efficiency, less pollution, excellent performance and low cost, and is a rapidly developing "green" new technology. In 1946, Inmot Corporation of the United States obtained the first patent on ultraviolet curing (UV). In 1967, the German Bayer company industrialized UV curing technology and began to apply it to wood processing, which led to the concept of photoinitiators. In ...

Examples

Embodiment 2

[0029] (1) In a 2000-liter reactor, add 600kg of methanol and 240kg of acetophenone, feed 64kg of dry hydrogen chloride gas under ice water cooling, and feed 260kg of methyl nitrite at a temperature of 30-35°C. After passing through, continue React at this temperature for 2 hours, stop the reaction, steam out methanol to obtain the crude product, add 400kg of toluene, neutralize with 10% sodium hydroxide solution, separate the liquids to obtain the toluene solution in the upper layer, and steam the toluene to obtain the crude product. The product was subjected to vacuum distillation to obtain 248kg of 2,2-dimethoxyacetophenone with a yield of 68.9%.

[0030] (2) In a 1000-liter reactor, add 180kg of 2,2-dimethoxyacetophenone, 18kg of 4-methyl-2,6-di-tert-butylphenol and 400kg of chlorobenzene, heat to 110°C, and feed Chlorine 71kg, have hydrogen chloride and methyl chloride gas to emit in the reaction process, gas chromatographic tracking reaction process, stop feeding chlorin...

Embodiment 3

[0032] In a 1000ml reaction flask, add 400g of cyclohexane, 18g of 4-methyl-2,6-di-tert-butylphenol and 180g of 2,2-dimethoxyacetophenone, heat to 60-70°C, drop 158g bromine, produce methyl bromide and hydrogen bromide gas in the reaction process, continue stirring reaction for 1 hour after dripping, stop reaction, cool, pass into nitrogen to get rid of excess bromine and hydrogen bromide gas, use saturated carbonic acid Washing with sodium solution, separating the liquids, distilling off the cyclohexane to obtain a crude product, and rectifying under reduced pressure to obtain 152 g of methyl benzoylformate with a yield of 92.7%.

Embodiment 4

[0034] In a 1000ml reaction flask, add 400g of chlorobenzene, 18g of 4-methyl-2,6-di-tert-butylphenol and 180g of 2,2-dimethoxyacetophenone, heat to 110-120°C, add dropwise 158g Bromine, methyl bromide and hydrogen bromide gas are produced during the reaction process, continue to stir the reaction for 1 hour after the drop is over, stop the reaction, cool, feed nitrogen to drive away the excess bromine and hydrogen bromide gas, and use saturated sodium carbonate The solution was washed and separated, and the chlorobenzene solution in the lower layer was distilled off under reduced pressure to obtain a crude product, which was rectified under reduced pressure to obtain 148 g of methyl benzoylformate, with a yield of 90.2%.

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