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Preparation method for isodeca-deca-isoprene-yl alcohol

A technology of isodeca isoprenyl alcohol and dimethylformamide is applied in the field of pharmaceutical preparation, and can solve the problems of complex synthetic route, harsh reaction conditions, expensive reagents and the like

Inactive Publication Date: 2006-04-26
KUNMING TONGFA IND
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] However, there are many defects in the above preparation methods, such as expensive reagents, harsh reaction conditions, cumbersome synthetic routes... etc.

Method used

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  • Preparation method for isodeca-deca-isoprene-yl alcohol
  • Preparation method for isodeca-deca-isoprene-yl alcohol
  • Preparation method for isodeca-deca-isoprene-yl alcohol

Examples

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Embodiment 1

[0030] Preparation of compound (III)

[0031] In a 100ml three-necked flask, add 24ml (dimethylformamide-petroleum ether) and add 0.022molPCl dropwise at -20°~10°C 3 , and then add 0.016mol solanesol (II) dimethylformamide-petroleum ether solution under stirring, continue stirring for 5h, and the reaction is completed. Extract with petroleum ether, wash with water, and use Na 2 SO 4 Drying, filtering, and precipitation treatment gave a tan liquid, which became solid compound (III) after cooling.

Embodiment 2

[0033] Preparation of compound (IV)

[0034] In a 100ml three-necked flask, add 0.027mol of sodium methoxide in methanol solution, add 0.03mol of methyl acetoacetate into the bottle at room temperature, raise the temperature to 30°C and stir for 1.5h, add dropwise 11g (0.015mol) of compound (III ) in petroleum ether solution, heated up at 60°C and stirred for 1 to 5 hours, and the reaction was completed to obtain (IV). It was directly used in the next hydrolysis reaction without treatment.

Embodiment 3

[0036] In a 100ml three-necked flask, add ethanol solution dissolved with 0.027mol sodium ethoxide, add 0.03mol ethyl acetoacetate into the bottle at room temperature, heat up to 50°C and stir for 4 hours after the addition, then add 11g (0.015 mol) Petroleum ether of compound (III), after the addition, heat up and stir at reflux for 5 hours to complete the reaction to obtain (IV).

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Abstract

The present invention is preparation process of isodecyl deca-isoprene alcohol. The present invention adopts solanesol as initial material to prepare derivative isodecyl deca-isoprene alcohol with 10 double bonds and 50 carbon atoms through five chemical reaction steps, including halogenation, condensation, forming ketone, addition and hydration inside the identical unit. The process has product purity over 90 %, total yield of 83-85 % and mild reaction condition, and may be used in industrial production.

Description

technical field [0001] The invention relates to the technical field of medicine preparation. Specifically relates to a preparation method of isodecadecaprenyl alcohol. Background technique [0002] There have been reports about the preparation method of isodecadecaprenyl alcohol, and the main preparation methods are as follows: [0003] (1) Ruegt et al., J Helv chim Acta, 1959, 42: 2616-2621 [0004] [0005] (2) Naruta, J org chem. 1980, 45(21): 4091-4104. [0006] [0007] (3) Daniel Dacvid West, US2002 / 0156302A1 [0008] [0009] However, there are many defects in the above-mentioned preparation methods, such as expensive reagents, harsh reaction conditions, cumbersome synthetic routes, etc. Contents of the invention [0010] The technical problem to be solved by the present invention is to overcome the above disadvantages and design a method for preparing isodecaprenyl alcohol with simple operation and low cost. [0011] The invention provides a kind of p...

Claims

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Application Information

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IPC IPC(8): C07C33/035C07C29/32
Inventor 王国平朱锡英符涛
Owner KUNMING TONGFA IND
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