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Method for preparing cyclopropyl carbinol

A technology of cyclopropylmethanol and cyclopropylcarboxylate, which is applied in the field of preparation of cyclopropylmethanol, can solve the problems of safety accidents and high price, and achieve the effects of less three wastes, simple post-treatment and high yield

Inactive Publication Date: 2018-09-11
杭州盛弗泰新材料科技有限公司
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  • Summary
  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

The above patents all involve the use of expensive raw materials or some processes that are prone to safety accidents during operation: such as high temperature and high pressure, flammable catalysts and gas

Method used

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  • Method for preparing cyclopropyl carbinol

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Embodiment 1

[0024] In a 1L three-neck flask, add 100g (1mol) methyl cyclopropanate, 57g (1.5mol) sodium borohydride, 500mL methanol, then cool down to 2°C, add 66.67g (0.5mol) aluminum trichloride in batches, and react overnight , adding saturated ammonium chloride aqueous solution to quench the reaction, filtered, the filtrate was concentrated, and rectified to collect 53.49 g of the product, with a yield of 74.3%.

[0025] Such as figure 1 Shown is the gas chromatogram of cyclopropylmethanol obtained in the present invention, it can be seen that the product obtained in the present invention has a higher purity.

Embodiment 2

[0027] In a 1L three-neck flask, add 100g (1mol) methyl cyclopropanate, 57g (1.5mol) sodium borohydride, 500mL methanol, then lower the temperature to 0°C, add 42.35g (1mol) lithium chloride in batches, react overnight, add saturated chlorine Aqueous ammonium chloride solution was used to quench the reaction, filtered, the filtrate was concentrated, and rectified to collect 39.6 g of the product, with a yield of 55%.

Embodiment 3

[0029] 1L three-neck flask, add 100g (1mol) methyl cyclopropaneformate, 57g (1.5mol) sodium borohydride, 500mL methanol, then lower the temperature to 0°C, add 250g (1mol) tin tetrachloride in batches, react overnight, add saturated chlorine Aqueous ammonium chloride solution was used to quench the reaction, filtered, the filtrate was concentrated, and rectified to collect 47.23 g of the product, with a yield of 65.2%.

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Abstract

The invention relates to the field of organic synthesis, and discloses a method for preparing cyclopropyl carbinol. Cyclopropanecarboxylic acid ester is taken as a raw material and dissolved in a polar solvent, sodium borohydride is added, after the temperature is reduced to 0-5 DEG C, a lewis acid catalyst is added under the ordinary pressure, reduction reaction is carried out, a quenching agentis added to destroy unreacted sodium borohydride, undissolved substances are filtered, and filtrate is rectified after concentration to obtain a product. The method for preparing the cyclopropyl carbinol has the advantages that the adopted raw materials are obtained easily, the cost is low, high temperature, high pressure and other hazardous reaction conditions are not needed, the reaction conditions are mild, post-processing is simple, the post-processing produces few three wastes, and the method accords with the requirements of green chemistry. In addition, the obtained product has good yield and high purity.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a preparation method of cyclopropylmethanol. Background technique [0002] Cyclopropylmethanol is a colorless, clear liquid used in the synthesis of phosphodiesterase 4 (PED4) inhibitors for the treatment of respiratory diseases such as chronic obstructive pulmonary disease (COPD) and asthma; it is also used as a Mainly used in pesticides such as: insecticides, fungicides, herbicides and other intermediates. Cyclopropylmethanol is also used in the preparation of cyclopropylbromethane, which is used in a variety of antibiotics: ciprofloxacin and other human drugs. In addition, cyclopropylmethanol can also react with phosphorus oxychloride to generate cyclopropyl methyl phosphate for aviation lubricants. [0003] The preparation of cyclopropylmethanol mainly uses cyclopropyl formic acid or cyclopropyl formate as the main raw material. For example, the patent US3454575 reacts cycl...

Claims

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Application Information

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IPC IPC(8): C07C29/147C07C31/133
CPCC07C29/147C07C2601/02C07C31/1333
Inventor 林峰
Owner 杭州盛弗泰新材料科技有限公司
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