Synthesis method of 1-octylene-3-alcohol

A synthesis method and technology of octene, applied in the chemical field, can solve the problems of easy explosion, unsafe reaction conditions, and inapplicability, and achieve the effect of reducing fire accidents and improving safety

Active Publication Date: 2015-05-06
WUTONG AROMA CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the main synthetic methods of this compound are: 1) prepare 1-octen-3-alcohol by the reaction of Grignard reagent, but this method needs to use a large amount of ether, unsafe and complicated reaction condition; 2) by aldol condensation method Preparation of 1-octen-3-ol, but this method uses sulfur-containing compounds that are difficult to remove, and is not suitable for food and cosmetics
As early as 1983, scientists such as S.WNUK proposed to prepare 1-octen-3-ol through the reaction of Grignard reagent and aldol condensation, but the production of 1-octen-3-ol was limited due to the above problems
And when ether is in use, it is easy to produce peroxide due to exposure to light or contact with air. When peroxide exists, the distillation temperature of the solvent is higher than 100°C, which is prone to explosion hazards.

Method used

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  • Synthesis method of 1-octylene-3-alcohol

Examples

Experimental program
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Effect test

Embodiment 1

[0032] The synthetic method of 1-octen-3-alcohol comprises the following steps:

[0033] 1) Install a 1000mL reaction bottle equipped with a stirring device, with a dropping funnel on the top (the reaction system should be fully and strictly dried before the reaction), and a heating mantle on the bottom as a heating source. 280 g of anhydrous methyl tert-butyl ether and 16.5 g of magnesium granules (the purity of the magnesium granules is 99.5%) were first put into the reaction flask. Start stirring and warming up the system to the temperature of reflux, about 55°C, when there is a reflux phenomenon, stop stirring, add 50g of bromopentane and anhydrous methyl tert-butyl ether mixed solution (94g bromopentane+ Mix 55g of anhydrous methyl tert-butyl ether, molar ratio 1:1), bromopentane:magnesium particles=1:1.1, molar ratio, then start stirring, when the end of the cooler appears obvious reflux phenomenon, explain The reaction has already started. At this time, you should wait...

Embodiment 2

[0037] The synthetic method of 1-octen-3-alcohol comprises the following steps:

[0038] 1) Install a 1000mL reaction bottle equipped with a stirring device, with a dropping funnel on the top (the reaction system should be fully and strictly dried before the reaction), and a heating mantle on the bottom as a heating source. 280 g of anhydrous methyl tert-butyl ether and 16.5 g of magnesium granules (the purity of the magnesium granules is 98.5%) were first put into the reaction flask. Start stirring and warming up the system to the temperature of reflux, about 55°C, when there is a reflux phenomenon, stop stirring, add 50g of bromopentane and anhydrous methyl tert-butyl ether mixed solution (102g bromopentane+ Mix 60g of anhydrous methyl tert-butyl ether, the molar ratio is 1:1), bromopentane:magnesium grains=1:1, then start stirring, when the end of the cooler appears obvious reflux phenomenon, it means that the reaction has started At this time, you should wait quietly unti...

Embodiment 3

[0042] The synthetic method of 1-octen-3-alcohol comprises the following steps:

[0043]1) Install a 1000ml reaction bottle equipped with a stirring device, with a dropping funnel on the top (the reaction system should be fully and strictly dried before the reaction), and a heating mantle on the bottom as a heating source. 280 g of anhydrous methyl tert-butyl ether and 16.5 g of magnesium granules (the purity of the magnesium granules is 99.2%) were first put into the reaction flask. Start stirring and warming up the system to the temperature of reflux, about 55°C, when there is a reflux phenomenon, stop stirring, add 50g of bromopentane and anhydrous methyl tert-butyl ether mixed solution (98g bromopentane+ Mix 57g of anhydrous methyl tert-butyl ether, the molar ratio is 1:1), bromopentane:magnesium particles=1:1.05, then start stirring, and when there is obvious reflux phenomenon at the end of the cooler, it means that the reaction has started At this time, you should wait ...

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Abstract

The invention discloses a synthesis method of 1-octylene-3-alcohol. The method comprises the following steps: (1) generating a Grignard reagent by virtue of reaction of bromopentane and maganesium; (2) generating 1-octylene-3-alcohol by virtue of reaction of the Grignard reagent and acrolein; and (3) carrying out after-treatment, namely stirring and hydrolyzing the 1-octylene-3-alcohol at the temperature of -2 to 3 DEG C, adjusting the pH value to be 1-5, carrying out vapor distillation, collecting distilled products at a boiling range of 60 to 65 DEG C under the pressure of 800Pa, and collecting the distilled products in different phases, thereby obtaining the 1-octylene-3-alcohol. The method is simple in process and high in yield, and waste water can be partially recycled.

Description

technical field [0001] The invention belongs to the field of chemistry, in particular to a method for synthesizing 1-octen-3-ol. Background technique [0002] The CAS registration number of 1-octen-3-ol is: 3391-86-4; Chinese alias: mushroom alcohol. English name: 1-Octen-3-ol; aliases are Flowtron mosquito attractant; Morillol; Mushroom alcohol; Octen-3-ol; Pentyl vinyl carbinol. Density 0.84g / ml, boiling point 84-85°C (25mm Hg), refractive index n20 / D=1.437. Molecular formula: C8H16O, molecular weight: 128.212, structural formula such as figure 1 shown. [0003] 1-octene-3-ol is commonly known as pine alcohol and mushroom alcohol. It is named after it is found in Japanese pine. It is an oily liquid with a mushroom aroma and a strong loamy and herbal aroma. It exists in natural In plants, it is also present in the flavor substances of peppermint essential oil, lavender essential oil, and cereals. Its safe use is FDA121.1164 and FEMA2805, so it is used in beverages, can...

Claims

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Application Information

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IPC IPC(8): C07C33/03C07C29/40
CPCC07C29/40C07C33/03
Inventor 李新李磊磊自妍妍卫洁王立志毛浙徽臧传近郭鸽陈祥张雷亮
Owner WUTONG AROMA CHEM CO LTD
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