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Method for synthesizing butyrolactone and butyrolactone obtained by same

A kind of lactone and its ester technology are applied in the field of synthesizing butyl lactone and the butyl lactone obtained therefrom, and can solve the problems of many three wastes, complicated process, long synthesis steps and the like

Active Publication Date: 2010-05-26
北京北达正元科技有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The present inventor applies the principle of free radical addition reaction to propose a new method for synthesizing butyrolactone, utilizing alcohol and 3-butenoic acid or its ester to carry out free radical addition in the presence of a free radical initiator, one step Buty lactone can be obtained, which solves the problems of long synthesis steps, complicated process and many wastes in the current synthesis of buty lactone

Method used

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  • Method for synthesizing butyrolactone and butyrolactone obtained by same
  • Method for synthesizing butyrolactone and butyrolactone obtained by same
  • Method for synthesizing butyrolactone and butyrolactone obtained by same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Example 1: Synthesis of butyl-decalactone (δ-n-pentyl-δ-valerolactone)

[0040] In a reactor equipped with a stirrer, a condenser, a thermometer and a dropping device, 306 g (3 moles) of 1-hexanol was added, and it was heated to 150°C. The mixed solution of 100 grams (1 mole) of methyl 3-butenoate and 97 grams (0.5 moles) of tert-butyl peroxybenzoate was added dropwise in one hour, and the reaction was continued at this temperature for 3 hours after the addition was completed, and then cooled to At room temperature, excess 1-hexanol was recovered, and then rectified under reduced pressure to obtain 132.6 g of butyl-decalactone, and the calculated yield was 78%.

Embodiment 2～ Embodiment 20

[0042] Using the types and amounts of alcohol, 3-butenoic acid or its ester, and initiator shown in Table 1, and appropriately changing the reaction temperature, other conditions were the same as those in Example 1 to prepare the corresponding δ-substituted-δ-pentene ester. The yields are also shown in Table 1 together.

[0043] Table 1

[0044]

[0045]

[0046]

[0047] As can be seen from the above Table 1, according to the synthesis method of the present invention, a high yield of δ-substituted-δ-valerolactone can be obtained.

Embodiment 21～ Embodiment 27

[0049] As shown in Table 2, the amounts of 1-hexanol, methyl 3-butenoate, and tert-butyl peroxybenzoate and the reaction temperature were changed, and other conditions were the same as in Example 1 to prepare butyl-decalactone. The yields are also shown in Table 2 together.

[0050] Table 2

[0051]

[0052] As can be known from the above table 2, when the amount of 1-hexanol, methyl 3-butenoate, tert-butyl peroxybenzoate and the reaction temperature are not in the preferred range specified by the present invention, although the target product can also be obtained, but The yield is not very high.

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Abstract

The invention provides a method for synthesizing butyrolactone which is shown as the molecular formula (1) and butyrolactone obtained by the method. The method is characterized by obtaining the butyrolactone by carrying out free radical addition of alcohol and 3-butenoic acid or ester thereof; in the formula (1), R1 is hydrogen, a methyl or an ethyl; and R2 is a propyl, a butyl, an amyl, a hexyl, a heptyl, an octyl, a nonyl, a phenyl, a benzyl, a cyclopentyl, a cyclopentylmethyl, a cyclohexyl or a cyclohexylmethyl. The method can realize clean production and obtain high yield.

Description

technical field [0001] The present invention relates to a preparation method of butyl lactone and the butyl lactone obtained by the method. In particular, it relates to a method for synthesizing butyl lactone by one-step method and the butyl lactone obtained by the method. Background technique [0002] At present, regarding the preparation method of the butyl lactone such as δ-substituted-δ-valerolactone, there are mainly two industrialized synthetic routes as follows. [0003] One of the synthetic routes can be represented by the following formula (I). [0004] Formula (I) [0005] It uses cyclopentanone as raw material, condenses with aldehyde under alkaline conditions to obtain 2-alkenyl cyclopentanone, then undergoes hydrogenation reduction, and finally obtains butyrolactone through oxidative ring expansion. The disadvantage of this method is that the synthesis steps are long, the total yield is about 60%, the operation is complicated, and the three wastes are gener...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D309/30
Inventor 王川卫小广吴文德
Owner 北京北达正元科技有限公司
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