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Preparation method of beta-phenethyl alcohol for pharmaceutical and chemical industry

A technology of phenylethyl alcohol and chemical industry, which is applied in the field of synthesis of organic compounds, can solve the problems of unsuitability for industrial production, low conversion rate of raw material methanol, complex catalyst system, etc., and achieve the effects of promoting dissolution and contact, simple structure, and improving selectivity

Active Publication Date: 2018-06-15
SHANGHAI LINKCHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalyst system of this method is complicated, and the conversion rate of raw material methanol is low, so it is not suitable for industrial production
[0007] Chinese patent CN107089900A also discloses a kind of preparation method of β-phenylethanol, by passing into CO in benzyl alcohol, catalyst and water, the mixed gas of H , can prepare β-phenylethanol, and described catalyst comprises metal ruthenium or rhodium Metal salts, as well as sodium triphenylphosphine triisosulfonate TPPTS, sodium triphenylphosphine diisosulfonate TPPDS, 1,3,5-triaza-7-phosphoradamantane TPA or 1,1 ， -binaphth-2,2 ， -The water-soluble ligand of diphenylphosphine bissulfonic acid sodium BINAPS, the used catalyzer of this method is the metal salt of metal ruthenium or rhodium, and price is expensive, and used ligand structure is all comparatively complicated, and is all water-soluble ligands, recycles and utilizes The cost is high, the highest conversion rate of raw material benzyl alcohol is only 57.61-68.12%, and the total selectivity of product β-phenylethanol and phenylacetaldehyde is 90.29-95.22%

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] In a 1000ml autoclave, 5mmol of PPh 3 RuCl 2 and 10 mmol of sodium triphenylphosphine triisosulfonate TPPTS were added to 400 ml of water, and then 0.5 mol of benzyl alcohol was added, and after being replaced three times with nitrogen, it was replaced three times with hydrogen again. Heat to 120°C, feed synthesis gas into the autoclave and pressurize to 3MPa, the molar ratio of CO and hydrogen in the synthesis gas is 1:3, continuously feed the synthesis gas into the autoclave to ensure that the pressure in the autoclave is maintained At 3MPa. After stirring and reacting for 3 hours, cool down, take out the reaction solution, add a large amount of dichloroethane to the reaction solution, extract, stand and separate layers, the aqueous phase containing the catalyst can be reused, the organic phase is analyzed by gas chromatography, and the conversion of benzyl alcohol The ratio and selectivity of β-phenylethanol are shown in Table 1.

Embodiment 2-6

[0027] Reaction process and reaction condition are identical with embodiment 1, and embodiment 2-6 is the catalyst PPh in embodiment 1 3 RuCl 2 Respectively replaced by RhCl 3 ,Co 2 (CO) 8 , IrCl 3 , [Ir(COD)Cl] 2 , Ir(OMe)(COD), after the reaction, the organic phase was analyzed by gas chromatography, and the conversion rate of benzyl alcohol and the selectivity of β-phenylethanol are shown in Table 1.

Embodiment 7-10

[0029] The reaction process and reaction conditions are the same as in Example 5, and the ligand TPPTS in Example 5 is replaced by BINAPS, TPA, TPPDS, 2,2 ， -bipyridine, after the reaction, the organic phase was analyzed by gas chromatography, and the conversion rate of benzyl alcohol and the selectivity of β-phenylethanol are shown in Table 1.

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PUM

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Abstract

The invention provides a preparation method of beta-phenethyl alcohol for the pharmaceutical and chemical industry. Benzyl alcohol and a catalyst are added into a reaction solvent, a synthesis gas isintroduced to react to obtain beta-phenethyl alcohol, the catalyst comprises a metal salt and a ligand of the metal salt, the metal salt is iridium metal salt or rhodium metal salt or ruthenium metalsalt or a mixture, the ligand is a non-water-soluble nitrogen-containing ligand, the conversion rate of the benzyl alcohol, the raw material of the reaction, in the method is up to 91.7%, and the selectivity of the product beta-phenethyl alcohol is up to 94.6%.

Description

technical field [0001] The invention relates to a method for synthesizing organic compounds, in particular to a method for synthesizing β-phenylethyl alcohol. Background technique [0002] β-phenylethanol, the English name is Phenylethyl alcohol, and the molecular formula is C 8 h 10 O, with a molecular weight of 122.17, is a colorless viscous liquid with a boiling point of 219°C, a relative density of 1.0230, and a refractive index of 1.5310~1.5340. It has a sweet rose-like fragrance and is used in honey, bread, apples, and rose-flavored essences, etc. , widely used in the fields of medicine, food and daily chemicals, the global demand for β-phenylethanol is tens of thousands of tons per year. [0003] The usual preparation method of β-phenylethanol is to add a certain amount of benzene and catalyst into a 500mL four-necked flask, and after the system temperature is cooled to about 5°C, drop the mixture of benzene and ethylene oxide from a constant pressure dropping funne...

Claims

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Application Information

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IPC IPC(8): C07C29/32C07C33/22B01J31/22
CPCB01J31/1815B01J2231/40B01J2531/0213B01J2531/827C07C29/32C07C33/22
Inventor 金泰
Owner SHANGHAI LINKCHEM TECH CO LTD
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