Process for synthesizing geraniol/nerol from linalool

A technology of linalool and geraniol, which is applied in the field of synthesizing geraniol/neroliol, can solve the problems of production by-products, high cost, high industrialization cost, etc., and achieve reduced raw material cost, lightened workload, and less environmental pollution Effect

Inactive Publication Date: 2003-08-06
GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] Two-step isomerization is not suitable for large-scale industrial production due to the low selectivity of the target product due to the existence of side reactions.
[0016] Approach (4) has the following disadvantages: (1) the catalyst cannot be recycled; (2) the reaction medium is corrosive; (3) the double bond of the reactant and the target product undergoes a hydration reaction under acid catalysis to produce a by-product
[0017] Adopt the method of approach (5) because expensive met

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Add 360g of linalool (45wt%), 288g of auxiliary agent (ethylene glycol borate), 1.56g of tungsten oxide in 1 liter of four-port reactor, heat to 150°C under nitrogen protection and keep the temperature for 12 hours. After the reaction was over, the crude product was separated by distillation under reduced pressure; 360 g was fed into the original reactor for the second reaction. The operation is repeated 20 times, and the average conversion rate of the reaction is not lower than 45%, and the average selectivity is not lower than 95%.

Embodiment 2

[0037] Add 360g of linalool (60wt%), 360g of additives (polyethylene glycol borate with a molecular weight of 7000-9000), 1.8g of chromium oxide in a 1-liter four-port reactor, and heat to 160°C under nitrogen protection. And constant temperature for 12 hours. After the reaction was over, the crude product was separated by distillation under reduced pressure; 360 g was fed into the original reactor for the second reaction. The operation is repeated 20 times, and the average conversion rate of the reaction is not lower than 50%, and the average selectivity is not lower than 95%.

Embodiment 3

[0039] Add 360g of linalool (65wt%), 288g of auxiliary agent (pentaerythritol borate), 1.44g of vanadium oxide in 1 liter of four-hole reaction kettle, and heat to 180° C. and keep the temperature for 10 hours under the protection of nitrogen. After the reaction was over, the crude product was separated by distillation under reduced pressure; 360 g was fed into the original reactor for the second reaction. The operation is repeated 20 times, and the average conversion rate of the reaction is not lower than 60%, and the average selectivity is not lower than 95%.

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PUM

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Abstract

The method for synthesizing geraniol and neol from linalool is characterized by that in the linalool the transition metal or its oxide can be added as catalyst, the boric acid polyglycol ester or boric acid polylol ester whose molecular weight is 5000-10000 can be added as adjuvant, under the condition of that its pressure is 0.01-1.0 MPa and temp. is 50-250 deg.C they are reacted for 3-12 hr. inwhich the dose of the catalyst is 0.1-1.0% of mass percentage ratio of linalool. It can greatly reduce raw material cost, the catalyst and adjuvant can be continuously and repeatedly used.

Description

technical field [0001] The invention belongs to a method for synthesizing geraniol / nerol by using linalool as a raw material. technical background [0002] Geraniol / nerol is not only a widely used fragrance, but also an important raw material for the synthesis of some important fragrances such as citronellal and geranyl ester. Geraniol is the main component of rose essence, and nerol is the main ingredient of magnolia essence. [0003] Geraniol and Nerol are isomers of each other. [0004] Geraniol chemical name: (2E)-3,7-dimethyl-2,6-octadien-1-ol [0005] Nerol chemical name: (2S)-3,7-dimethyl-2,6-octadien-1-ol [0006] Molecular formula C 10 h 18 O; molecular weight 154.24. [0007] Geraniol / Nerol is a colorless or pale yellow liquid with an elegant rose aroma, insoluble in water, soluble in organic solvents such as ethanol. [0008] Taking linalool as the method for raw material synthesis of geraniol / nerol mainly contains the following: [0009] (1) Linalool reac...

Claims

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Application Information

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IPC IPC(8): C07C29/56C07C33/02
Inventor 江焕峰张群健许琳陈伟强赵妍邹钢李国平冉学光朱新海程金生欧阳小月黄宇平刘建军陈健泉陈海
Owner GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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