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The technology and application of synthesizing carvone by using dipentene, a by-product of synthetic camphor

A technology of carvone and dipentene, applied in the field of carvacrol synthesis technology, can solve the problems such as difficult addition of nitrite ions, high amount of nitrite used, slow reaction speed, etc., so as to save reaction time, The effect of easy industrial production and easy operation

Active Publication Date: 2017-05-31
福建南平青松化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction process is a two-phase reaction, and the nitrite ion in the water phase is not easy to add to the dipentene in the organic phase, resulting in a large amount of nitrite used, and the reaction speed is slow and the energy consumption is high.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] A kind of technique that utilizes the by-product dipentene of synthetic camphor to synthesize carvone, it comprises the following steps:

[0023] (1) Synthesis of dipentyl nitroso chloride:

[0024] 1.1) Add isopropanol and concentrated hydrochloric acid to the reaction kettle in sequence to form isopropanol hydrochloride solution, and keep the temperature of the reaction kettle at 0-1°C, and the molar ratio of isopropanol and concentrated hydrochloric acid is 1:0;

[0025] 1.2) Add concentrated hydrochloric acid, dipentene and isopropyl nitrite dropwise to the hydrochloric acid isopropanol solution obtained in step 1.1, react at a constant temperature for 0.5 h, filter and wash to obtain dipentyl nitroso chloride; among them, The molar ratio of hydrochloric acid, dipentene and isopropyl nitrite is 2:1:1.

[0026] (2) Synthesis of carvone:

[0027] 2.1) Add isopropanol with a molar ratio of 2.68:1 and the dipentyl nitrosochloride solution obtained through step 1.2) in...

Embodiment 2

[0031] A kind of technique that utilizes the by-product dipentene of synthetic camphor to synthesize carvone, it comprises the following steps:

[0032] (1) Synthesis of dipentyl nitroso chloride:

[0033] 1.1) Add isopropanol and concentrated hydrochloric acid in turn to form isopropanol hydrochloride solution in the reaction kettle, and keep the temperature of the reaction kettle at 0-1°C, and the molar ratio of isopropanol and concentrated hydrochloric acid is 1:5;

[0034] 1.2) Add concentrated hydrochloric acid, dipentene and isopropyl nitrite dropwise to the hydrochloric acid isopropanol solution obtained in step 1.1, react at a constant temperature for 1.5 hours, filter and wash to obtain dipentene nitroso chloride; among them, The molar ratio of hydrochloric acid, dipentene and isopropyl nitrite is 5:1:2.

[0035] (2) Synthesis of carvone:

[0036] 2.1) Add isopropanol with a molar ratio of 3.34:1 and the dipentyl nitrosochloride solution obtained through step 1.2) i...

Embodiment 3

[0040] A kind of technique that utilizes the by-product dipentene of synthetic camphor to synthesize carvone, it comprises the following steps:

[0041] (1) Synthesis of dipentyl nitroso chloride:

[0042] 1.1) Add isopropanol and concentrated hydrochloric acid in turn to form isopropanol hydrochloride solution in the reactor, and keep the temperature of the reactor at 0-1°C, the molar ratio of isopropanol and concentrated hydrochloric acid is 1:2;

[0043] 1.2) Add concentrated hydrochloric acid, dipentene and isopropyl nitrite dropwise to the hydrochloric acid isopropanol solution obtained in step 1.1, react at a constant temperature for 2 hours, suction filter and wash to obtain dipentene nitroso chloride; among them, hydrochloric acid The molar ratio of , dipentene and isopropyl nitrite is 6:2:3.

[0044] (2) Synthesis of carvone:

[0045] 2.1) Add isopropanol with a molar ratio of 1.67:1 and the dipentyl nitrosochloride solution obtained through step 1.2) into the react...

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PUM

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Abstract

The invention discloses a technology utilizing the byproduct namely dipentene in camphor synthesis to synthesize carvone. According to the technology, the synthesis of dipentene nitroso chloride is improved, and the dipentene nitroso chloride is prepared by the following steps: adding isopropanol and concentrated hydrochloric acid into a reactor in sequence to form a hydrochloric acid-isopropanol solution, maintaining the temperature of the reactor in a range of 0-1 DEG C; then dropwise adding concentrated hydrochloric acid, dipentene and isopropyl nitrite into the hydrochloric acid-isopropanol solution, carrying out reactions for 0.5 to 2 hours at a constant temperature, subjecting the reaction products to suction filtration, and washing the solids to obtain the dipentene nitroso chloride. Because isopropanol, hydrochloric acid, dipentene, and isopropyl nitrite can be evenly mixed without the phenomenon of layering, the reactions are homogenous reactions, the reaction speed of homogenous reactions is faster than that of two-phase reactions; thus the reaction time is saved, the production efficiency is improved, moreover, the operation is simple and convenient during the whole process, and the technology can be applied to industrial production.

Description

technical field [0001] The invention relates to a carvacrol synthesis process, in particular to a process for synthesizing carvone by dipentene, a by-product of camphor synthesis, and its application. Background technique [0002] Camphor is a terpene compound and belongs to a bicyclic monoterpene. Camphor can be divided into synthetic camphor and natural camphor. Natural camphor is dextrorotary, and synthetic camphor is racemic. Natural camphor can be obtained by steam distillation after chopping camphor tree trunks, branches, leaves and roots. my country and Japan produce the most, while my country's production areas are mainly distributed in Taiwan, Fujian, Guangxi, Yunnan, Sichuan and other provinces. In order to meet the growing needs of the domestic and international markets, various methods of synthesizing camphor are constantly being developed, and a considerable scale of synthetic camphor industry has been gradually established. [0003] The traditional synthesis ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/42C07C49/647C07C201/00C07C207/00C07C249/04C07C251/44
CPCC07C45/42C07C201/00C07C249/04C07C207/00C07C251/44C07C49/647
Inventor 华建军郑飞剑沈裕斌谢鹏辉
Owner 福建南平青松化工有限公司