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Synthesis of 4-tert-butyl cyclohexyl chloride formic ester

A technology of tert-butyl cyclohexanol and synthesis method, which is applied in the chemical synthesis of 4-tert-butyl cyclohexyl chloroformate and the field of synthesizing 4-tert-butyl cyclohexyl chloroformate, can solve the problem that the catalyst is not easy to recover, the post-processing is complicated and safe hidden dangers and other problems, to achieve the effect of good practical value, great economic value, and pollution reduction

Inactive Publication Date: 2009-07-29
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, phosgene is an extremely dangerous and highly toxic gas. For accurate measurement, it will cause safety hazards in chemical production. At the same time, a corresponding phosgene production device must be established, which virtually increases the production cost.
And the reaction of bis(trichloromethyl)carbonate, mostly all is the reaction that the acid-binding agent of the organic compound containing amino group is the reaction of catalyst, makes catalyst not easy to recycle, causes chemical pollution, cost rises, and aftertreatment is complicated

Method used

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  • Synthesis of 4-tert-butyl cyclohexyl chloride formic ester

Examples

Experimental program
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Effect test

Embodiment 1

[0019] In a 250ml round bottom flask, add 150ml of methylene chloride; under a magnetic stirrer, 4.6881g (30mmol) of 4-tert-butylcyclohexanol and 6.2530g (21mmol) of bis(trichloromethyl)carbonate are added to In a round-bottomed flask, stir to make it fully dissolved; add 4g of artificial zeolite, and stir and react at room temperature for 24h. After the reaction was completed, the catalyst was filtered out, and the mother liquor was rotary distilled to evaporate the solvent. After mother liquor is concentrated again, pass column separation (the solvent that column separation adopts is sherwood oil and methylene dichloride, and the volume ratio of sherwood oil and methylene chloride is 2: 1), finally the product that separates is added appropriate sherwood oil, in Recrystallization was carried out in the freezer for 24 hours to obtain white crystals. It was filtered and dried to obtain 5.9 g of white 4-tert-butylcyclohexyl chloroformate crystals, with a yield of 90%. After t...

Embodiment 2

[0021] In a 250ml round bottom flask, add 50ml of dichloromethane; under a magnetic stirrer, add 2.3440g (15mmol) of 4-tert-butylcyclohexanol and 3.1265g (10.5mmol) of bis(trichloromethyl)carbonate Put it into a round bottom flask, stir to make it fully dissolved; add 2g of Y-type molecular sieves. Other preparation conditions and steps were the same as in Example 1, and 2.6 g of white 4-tert-butylcyclohexyl chloroformate crystals were obtained with a yield of 79% and a purity of 98% after testing. After FTIR analysis, at 1799cm -1 、1237cm -1 、1081cm -1 There are obvious characteristic peaks indicating that it is consistent with the target product.

Embodiment 3

[0023] In a 250ml round bottom flask, add 50ml of dichloromethane; under a magnetic stirrer, add 2.3440g (15mmol) of 4-tert-butylcyclohexanol and 3.1265g (10.5mmol) of bis(trichloromethyl)carbonate Put it into a round bottom flask, stir to make it fully dissolved; add 2g of activated carbon. Other preparation steps and conditions were the same as in Example 1 to obtain 2.6 g of white 4-tert-butylcyclohexyl chloroformate crystals with a yield of 79%. After testing, the purity is 99%. After FTIR analysis, at 1799cm -1 、1237cm -1 、1081cm -1 There are obvious characteristic peaks indicating that it is consistent with the target product.

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Abstract

The invention relates to a chemical synthesis method of 4-tert-butyl cyclohexyl chloride formate. In the method, 4- tert-butyl cyclohexanol and double(trichloromethyl) carbonic acid ester are taken as the raw materials and react for 6 to 30h at 15 to 60 DEG C in the organic solvent under the action of an inorganic catalyst; after the reaction, the catalyst is removed and separated, the solvent is distilled out of the mother liquid, then a column separation method is adopted for separation and the separated product is recrystallized in petroleum ether for 5 to 24h at -5 to 10 DEG C; finally the white crystal is the target product. In the invention, the solid inorganic catalyst is adopted to replace the traditional organic amine catalyst, thus facilitating the catalyst recovery and greatly reducing the environmental pollution. Meanwhile, the catalyst can be directly put into use without treatment, thus reducing the synthesis cost. The 4-tert-butyl cyclohexyl chloride formate synthesized by the invention is good in quality, the purity is more than or equal to 98 percent and the yield is high, generally 75 to 90 percent.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a chemical synthesis method of 4-tert-butylcyclohexyl chloroformate, in particular to a method for synthesizing 4-tert-butylcyclohexyl chloroformate under the action of an inorganic catalyst. Background technique [0002] Chloroformic acid lipid compound is a widely used chemical intermediate, which can be used in pharmaceutical intermediates, pesticide intermediates, and also as raw materials for synthetic initiators. 4-tert-butylcyclohexyl chloroformate has great practical value as a chemical reagent intermediate, and has great economic value as a raw material for an initiator. [0003] At present, the synthetic method of chloroformate mainly adopts two kinds of methods: 1, take fatty alcohols and phenols as raw material, react under phosgene condition and make. This reaction is described in detail in CN200580043526. 2. Containing fatty alcohols and phenols as raw ma...

Claims

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Application Information

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IPC IPC(8): C07C69/96C07C68/00
CPCY02P20/584
Inventor 张有明赵堃魏太保
Owner NORTHWEST NORMAL UNIVERSITY
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