Overview[1][2]
O-Ethoxyphenol is also known as catechol ether and 1-ethoxy-2-hydroxybenzene. It is a colorless to light yellow liquid. There is fragrance. As an important fine chemical, o-ethoxyphenol can not only synthesize precious spices such as ethyl vanillin, eugenol, sandalwood 803, etc., but can also be used to synthesize downstream chemical products such as medicines, pesticides, and dyes.
Purpose[2-5]
O-ethoxyphenol is used as a spice to prepare fruity flavors such as apricot, banana, cherry, melon and strawberry for frozen food, food and cakes; to prepare floral flavors for cosmetics, toothpaste and also as Flavoring and fixatives for cosmetics; flavorings for tobacco; raw materials for medicine and organic synthesis. Examples of its application are as follows:
1) Prepare a household coiled incense, which is composed of sandalwood, mignonette, tonka, cymbidium, orchid, eucalyptus leaves, spikenard, essential oil composition, styraxyl acetate, benzyl butyrate, o-ethyl Composed of oxyphenol, cinnamic aldehyde, phenyl acetone, and benzyl salicate. The invention also discloses a preparation method of the incense coil. The invention optimizes the formula combination, improves the aroma of the incense, and plays a health care role for users; on the other hand, the incense ash condenses, reducing the probability of the incense ash being blown into the air, and purifying the air.
2) Prepare a gasoline fuel antioxidant and anti-gluing agent, which is made from the following raw materials by weight: 24-40 parts by weight of p-n-octylphenol, 16-24 parts by o-ethoxyphenol, and 12 parts by weight of phenol disulfonic acid ~24 parts, 12-20 parts of 2-isopropylphenol, 8-16 parts of dicyclohexylamine, 6-10 parts of 3-phenyl-1-propylamine, 1-9 parts of butanol, dioctyl adipate 1 to 8 servings. The antioxidant and anti-gluing agent of the present invention inhibits the oxidation chain reaction of hydrocarbons, can delay the oxidation of gasoline, prevent the formation of gums that cause oil circuit blockage, and the adhesion in the intake pipe that causes power reduction, etc., and can effectively remove gums in gasoline fuel. quality.
3) Synthesis and purification of 2-(2-ethoxyphenoxy)ethyl bromide. This method uses catechol as the starting material, and uses acid-base stripping method to replace the previous vacuum distillation method. The treatment method is to obtain high-purity o-ethoxyphenol, and then o-ethoxyphenol reacts with 1,2-dibromoethane to obtain crude 2-(2-ethoxyphenoxy)ethyl bromide, which is then treated with ethanol. The recrystallization post-treatment method replaces the previous vacuum distillation post-treatment method to obtain high-purity 2-(2-ethoxyphenoxy)ethyl bromide, which can be used as an intermediate for the preparation of tamsulosin hydrochloride. This method avoids the post-treatment process of vacuum distillation in the past, improves the purity of the intermediate, and is more suitable for industrial production. The purity and yield of 2-(2-ethoxyphenoxy)ethyl bromide obtained by this method are improved, and it is more suitable for industrial production. The purity reaches more than 98% and the total yield is more than 70%.
4) Prepare a kind of tower incense, which is made from the following raw materials: fragrant powder, artemisia seed oil, pine needle oil, cinnamic aldehyde γ-cyclodextrin, isobutyl salicylate, bornyl acetate, o-ethoxy phenol, phenylacetone, benzyl salicylate, tapioca flour. A preparation method of the tower incense is also provided. Through changes in formula and process, the present invention reduces the generation of incense ash, locks the fragrance of the product during storage, and can emit fragrance more permanently when lit.
Preparation[6-7]
Method 1: Using catechol and bromoethane as raw materials, absolute ethanol as solvent, o-ethoxyphenol was synthesized under alkaline conditions. The best process conditions are: in nitrogen atmosphere protection, the materials When the molar ratio of catechol, ethyl bromide and sodium hydroxide is 1:1.2:1.1, and the dosage of catalyst polyethylene glycol 1540 is 1.0g, the yield of o-ethoxyphenol is 88.7%. The specific steps are: under nitrogen protection, add an appropriate amount of catechol, sodium hydroxide, polyethylene glycol 1540 and absolute ethanol into a 250mL three-necked flask equipped with a stirrer, reflux condenser and thermometer, heat and stir in a water bath. After the solid is completely dissolved, slowly add ethyl bromide dropwise (approximately 1 hour to complete the dripping), continue the reaction at this temperature for a certain period of time, adjust the pH to acidic, cool in an ice bath, filter to remove the solid, concentrate under reduced pressure, and use a 90 mL ring The reaction solution was extracted with hexane three times. The extract is transferred to a distillation device and the solvent ethanol is evaporated to obtain the product (light yellow liquid).
Method 2: A preparation method of o-ethoxyphenol, including the following steps:
a. Add 20.07g of ortho-ethyl vanillin crystal into the reaction kettle and heat it to melt and become liquid;
b. Start stirring and add 0.4013g of composite metal catalyst (Ir2O3 and PtCl4 in a mass ratio of 1:4) into the kettle;
c. Heat to 140°C and react for 2 hours;
d. Press filtration to recover metal catalyst;
e. Distill the filtrate under reduced pressure to obtain the product.
The product is 15.88g of colorless transparent liquid, the molar yield of the product is 95.16%, and the GC purity of the product is 99.08%.
Main reference materials
[1] Practical Fine Chemical Dictionary
[2] CN201710373234.4 A household incense coil and preparation method
[3] CN201710294756.5 Gasoline fuel antioxidant and anti-adhesive agent
[4] CN201210319090.1 A method for preparing 2-(2-ethoxyphenoxy)ethyl bromide
[5] CN201710373233.X Tower incense and preparation method
[6] Research on the synthesis of o-ethoxyphenol
[7] CN201610150901.8 A preparation method for converting ortho-ethyl vanillin into ortho-ethoxyphenol
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