- Preparation method of 6-chloro-2-methoxytoluene and synthesis process of methoxyfenozide
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The invention relates to the field of insecticides, in particular to a preparation method of 6-chloro-2-methoxytoluene and a synthesis process of methoxyfenozide. The preparation method of the 6-chloro-2-methoxytoluene comprises the following steps: in a solvent, mixing 2, 6-dichlorotoluene with sodium methoxide, and carrying out a substitution reaction to prepare a first reaction solution containing 3-chloro-2-sodium methylphenolate and the 6-chloro-2-methoxytoluene; and dropwise adding dimethyl sulfate into the first reaction solution, carrying out etherification reaction, removing 3-chloro-2-sodium methylphenolate to obtain a second reaction solution, and carrying out post-treatment to obtain the 6-chloro-2-methoxytoluene. The synthesis process of the methoxyfenozide comprises the following steps: preparing 3-methoxy-2-methyl benzoic acid by taking 6-chloro-2-methoxytoluene as an intermediate; using 3-methoxy-2-methyl benzoic acid and 3, 5-dimethyl benzoic acid as intermediates, and preparing to obtain the methoxyfenozide. According to the synthesis process disclosed by the invention, the yield and the purity of methoxyfenozide can be remarkably improved.
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Paragraph 0046; 0052-0054
(2021/08/14)
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- 2-methyl-3-methoxybenzoic acid and preparation method thereof
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The invention belongs to the field of compound synthesis, and discloses 2-methyl-3-methoxybenzoic acid and a preparation method thereof, wherein the 2-methyl-3-methoxybenzoic acid is prepared from thefollowing raw materials: 2-methyl-3-chloroanisole, methylbenzene, tetrahydrofuran, magnesium chips, an initiator and a carboxylating agent. According to the invention, the preparation method solves the problems of large pollution hazard, high cost and low yield in the existing 2-methyl-3-methoxybenzoic acid preparation method; and the yield of the intermediate 2-methyl-3-chloroanisole of 2-methyl-3-methoxybenzoic acid obtained in the preparation method can reach 90-91%, the yield of 2-methyl-3-methoxybenzoic acid prepared from 2-methyl-3-chloroanisole is about 88%, the reaction is easy to control, the pollution is small, and the cost is low.
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Paragraph 0034-0035; 0038-0039; 0042-0043; 0046-0047; 0050
(2020/05/01)
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- Preparation method of 2-methyl-3-methoxybenzoic acid
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The invention relates to a preparation method of 2-methyl-3-methoxybenzoic acid. The preparation method comprises the following specific steps: A, adding a proper amount of a sodium methoxide solution, 2,6-dichlorotoluene, dimethylformamide and cuprous salt into a reaction kettle; stirring and raising the temperature; controlling the temperature to 80 DEG C to 150 DEG C and reacting to obtain 2-methyl-3-chloroanisole; B, adding a proper amount of tetrahydrofuran and magnesium into the other reaction kettle; controlling the temperature to be 30 DEG C to 60 DEG C; adding a mixed solution of bromoethane and the 2-methyl-3-chloroanisole; after reacting for 20min to 40min, controlling the temperature to be 40 DEG C to 60 DEG C and dropwise adding the 2-methyl-3-chloroanisole; after dropwise adding, keeping heat and reacting for 1.5h to 2.5h; then cooling to -15 DEG C to -5 DEG C; adding dry ice by batches; controlling the temperature to be 0 DEG C to 20 DEG C, keeping the heat and reactingfor 2h to 4h; then recycling the tetrahydrofuran; adjusting the pH (Potential of Hydrogen) value to separate out white powder, namely the 2-methyl-3-methoxybenzoic acid. The preparation method of the2-methyl-3-methoxybenzoic acid, provided by the invention, is simple in route and high in yield.
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Paragraph 0018; 0020
(2018/03/24)
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- Synthesis method of 2-methyl-3-methoxybenzoic acid
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The invention relates to a synthesis method of 2-methyl-3-methoxybenzoic acid. The preparation method comprises the specific steps: A, adding a proper amount of a sodium methoxide solution, 2,6-dichlorotoluene, dimethylformamide and a cuprous salt into a reaction kettle, stirring to rise the temperature, controlling the temperature at 80 DEG C to 150 DEG C and carrying out a reaction, to obtain 2-methyl-3- chloroanisole; and B, adding a proper amount of butyl oxide and magnesium into another reaction kettle, controlling the temperature at 30 DEG C to 60 DEG C, adding a mixed liquid of bromoethane and 2-methyl-3-chlorobenzene, carrying out a reaction for 20 min-40 min, controlling the temperature at 40 DEG C to 60 DEG C, adding 2-methyl-3- chlorobenzene drop by drop, after drop-by-drop addition is finished, carrying out a heat preservation reaction for 1.5 h-2.5 h, then cooling to -15 DEG C to -5 DEG C, adding dry ice in batches, controlling the temperature at 0 DEG C to 20 DEG C, carrying out a heat preservation reaction for 2 h to 4 h, then recycling butyl oxide, adjusting the pH value, and separating out a white powder, namely 2-methyl-3-methoxybenzoic acid. The synthesis methodof the 2-methyl-3-methoxybenzoic acid is simple in route and high in yield.
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Paragraph 0018
(2018/03/25)
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- Method for synthesizing 6-chloro-2-methoxytoluene
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The invention discloses a method for synthesizing 6-chloro-2-methoxytoluene. The method comprises the following steps: dissolving 2,6-dichlorotoluene in an aprotic polar solvent, dripping sodium methylate for reacting, maintaining the temperature to be 40-170 DEG C after dripping completion, and performing a reaction for 2-20 hours; reducing the temperature to be 20-120 DEG C after temperature maintaining is completed; adding a phase transfer catalyst into the reaction solution, introducing a chloromethane gas for reacting until the mass fraction of 6-chloro-2-hydroxy methylbenzene in the reaction solution is less than 1%, and maintaining the temperature and performing a reaction for 0.1-2 hours; performing cooling to room temperature after the reaction; and recovering the aprotic polar solvent under negative pressure, performing after-treatment, thereby obtaining the 6-chloro-2-methoxytoluene. According to the method, the 6-chloro-2-methoxytoluene is synthesized by chloromethane, the reaction speed of the chloromethane is improved by using a small amount of catalysts in the method, and the chloromethane can serve as a methylation reagent under normal pressure; and moreover, the yield of the 6-chloro-2-methoxytoluene is greater than 93%, and the method disclosed by the invention is easy to operate, low in cost and slight in environmental hazards.
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Paragraph 0025; 0026; 0027; 0028; 0029; 0030-0049
(2017/06/02)
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- Method for producing 2-alkyl-3-chlorophenols
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The invention relates to a novel process for preparing 2-alkyl-3-chlorophenols.
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- Heterocycle-substituted benzene derivatives and herbicides
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The present invention is directed to a benzoic acid derivative methyl 3-formyl-4-methanesulfonyl-2-methylbenzoate. The compound is useful as a starting material for herbicide manufacture.
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- PROCESS FOR PRODUCING TOLUENE DERIVATIVES
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A toluene derivative of the general formula (2) wherein R denotes a fluorine atom, a chlorine atom, an alkoxy group, or an alkylthio group, and X denotes a halogen atom, is prepared by reacting metallic magnesium with a 2-chloro-6-substituted toluene derivative of the general formula (1) wherein R is as defined above, in an ethereal solvent in the presence of a lower alkyl bromide.
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- Process for synthesizing benzoic acids
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A nucleophilic substitution reaction on optionally substituted dihalobenzenes is carried out in the presence of an optional catalyst followed by formation of and subsequent carboxylation of a Grignard reaction intermediate. In particular the present invention provides a process leading to optionally substituted hydroxybenzoic, alkanoyloxybenzoic, formyloxybenzoic and alkoxybenzoic acids from 1-substituted 2,6-dihalobenzenes. The invention also provides a process for the direct formation of an acyl chloride from a Grignard reagent by quenching with phosgene.
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- Process for synthesizing benzoic acids
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Nucleophilic substitution reactions on halobenzenes are carried out in the presence of catalysts. In particular the present invention provides a process leading to optionally substituted hydroxybenzoic and alkoxybenzoic acids and optionally substituted hydroxybenzonitriles and alkoxybenzonitriles from substituted 2,6-dihalobenzenes.
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- Process for synthesizing benzoic acids
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Nucleophilic substitution reactions on halobenzenes or triflyl substituted benzenes are carried out in the presence of catalysts. In particular the present invention provides a process leading to optionally substituted hydroxybenzoic, alkanoyloxybenzoic, formyloxybenzoic and alkoxybenzoic acids and optionally substituted hydroxybenzonitriles and alkoxybenzonitriles from substituted 2,6-dihalobenzenes, 2-halo-6-triflylbenzene and 2,6-ditriflylbenzenes.
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- Synthesis of a Deoxyristomycinic Acid Derivative using Organomanganese Chemistry
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Coupling of (3-chloro-2-methylanisole)tricarbonylmanganese tetrafluoroborate with the phenoxide derived from methyl N-Boc-3-hydroxyphenylglycinate gave the diaryl ether manganese complex (6).This complex underwent regiospecific, stereoselective reaction with Schollkopf's chiral glycine enolate equivalent to give a mixture of dienyl-Mn(CO)3 complexes that were converted in a two-step sequence into the protected deoxyristomycinic acid derivative (12).
- Pearson, Anthony J.,Lee, Seung-Han,Gouzoules, Fred
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p. 2251 - 2254
(2007/10/02)
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