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A kind of preparation method of 1-phenyl-1-(bicyclo[2.2.1]-5-heptene-2)-ethanol

A technology of heptene and phenyl, which is applied in the field of preparation of 1-phenyl-1-ethanol, can solve problems such as incomplete organic preparation methods, and achieve the effects of stable reaction, simple reaction conditions and mild reaction

Inactive Publication Date: 2011-12-28
NANCHANG HANGKONG UNIVERSITY
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Problems solved by technology

There are not many studies on this compound abroad, and there is no complete preparation method for synthesizing this organic compound; there is no report on its synthesis in China

Method used

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Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0010] 1. Dicyclopentadiene is cracked into monocyclopentadiene

[0011] Equipped with a stirring device, Kjeldahl distillation head (its branch is connected to a straight condenser tube, the bottom of the condenser tube is connected to a vacuum tail tube, the bottom of the vacuum tail tube is connected to a single-neck bottle, the single-neck bottle is cooled with ice salt water, and the vacuum tail tube is connected Add 200 grams of dicyclopentadiene to a 250 ml four-necked flask with anhydrous calcium chloride and a thermometer, and heat to 170°C for atmospheric distillation. The 41.5°C fraction was collected. Quickly weigh the resulting product and calculate the amount of methyl ketene and anhydrous ether used in the next step. After weighing, insert a drying tube into the receiving bottle containing the product, and continue to cool with ice brine. After the next step is set up, it will be used for the next reaction immediately.

[0012] 2. Diels-Alder reaction to prepare br...

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Abstract

A preparation method of 1-phenyl-1-(bicyclo[2.2.1]-5-heptene-2)-ethanol, which is characterized in that dicyclopentadiene is heated to 170°C and cracked into monocyclopentadiene ene, and then carry out Diels-Alder reaction with methyl ketene at room temperature to prepare bridged ring ketone; finally add it to the Grignard reagent synthesized with anhydrous ether as solvent, bromobenzene and magnesium initiated by iodine for Grignard reaction , so as to obtain the target product. Because the organic compound containing this structure and a series of drugs synthesized with it as intermediates have the application of treating neurological and psychiatric diseases, it has become an important pharmaceutical intermediate with potential research value. The invention has the advantages of simple reaction conditions, mild and stable reaction, and easy scale-up production and workshop operation.

Description

Technical field [0001] The invention relates to a preparation method of 1-phenyl-1-(bicyclo[2.2.1]-5-heptene-2)-ethanol. Background technique [0002] 1-Phenyl-1-(bicyclo[2.2.1]-5-heptene-2)-ethanol, a series of drugs synthesized from organic matter containing this structure and its intermediates can treat neurology and psychosis It has become an important pharmaceutical intermediate with potential research value. There are not many studies on this compound abroad, and there is no comprehensive preparation method for the synthesis of this organic compound; there is no report on its synthesis in China. In view of this fact, the present invention elaborates the entire preparation process in detail: using dicyclopentadiene as a raw material, the target product is finally obtained through cracking, Diels-Alder reaction, and Grignard reaction in turn. Summary of the invention [0003] The purpose of the present invention is to provide a method for preparing 1-phenyl-1-(bicyclo[2.2.1]...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C33/34C07C29/143
Inventor 谢宇胡金刚李明俊贾杰魏娅
Owner NANCHANG HANGKONG UNIVERSITY
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