Synthesis method of 2-methyl-1-phenyl-1-propanol

A synthesis method and a phenyl technology are applied in the field of preparation of the organic compound 2-methyl-1-phenyl-1-propanol, and can solve the problems of reduced reaction selectivity, difficult preparation of catalysts, and difficult industrial application, and the like. The effect of high reaction conversion rate and selectivity, promising industrial application prospects, and low waste discharge

Inactive Publication Date: 2018-12-04
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The catalyst of this method is difficult to prepare, the required reaction temperature is very low, it is difficult to apply industrially, and the yield is only 85%.
In this method, if the -78°C is adjusted to -20~10°C, the by-products will increase (such as biphenyl, terphenyl), and the reaction selectivity will be greatly reduced.

Method used

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  • Synthesis method of 2-methyl-1-phenyl-1-propanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053]Embodiment 1, a kind of synthetic method of 2-methyl-1-phenyl-1-propanol, carries out following steps successively:

[0054] (1) Under the protection of an inert gas (nitrogen), add 23g (1mol) of sodium, 300mL of toluene, and 3mL of oleic acid into the reaction device, heat up to reflux (110°C) and stir at a conventional speed, and stop heating after reflux for 1h , stirring at a high speed of 500 rpm; until cooled to room temperature.

[0055] (2), under the protection of inert gas (nitrogen), slowly drop 56g (0.5mol) chlorobenzene and 50mL toluene mixed solution in step (1) gained liquid, the temperature of control reaction system is not more than 40 during the dropping process ℃; After the dropwise addition, react at 30℃ for 2h.

[0056] (3), under the protection of inert gas (nitrogen), slowly drip the mixed solution of 36g (0.5mol) isobutyraldehyde and 60mL toluene in the liquid gained in step (2), control the temperature of reaction system in the dropwise addition...

Embodiment 2

[0060] Embodiment 2, a kind of synthetic method of 2-methyl-1-phenyl-1-propanol, carries out following steps successively:

[0061] (1) Under the protection of an inert gas (nitrogen), add 23g (1mol) sodium, 300mL xylene, and 4g sodium stearate to the reaction device, heat up to reflux (137°C) and stir at a conventional speed, and reflux for 1h After that, stop heating and stir at a high speed of 500 rpm; until it cools to room temperature.

[0062] (2), under the protection of inert gas (nitrogen), slowly drop 56g (0.5mol) chlorobenzene and 50mL xylene mixed solution in step (1) gained liquid, control the temperature of reaction system in the dropping process not to exceed 40°C; after the dropwise addition, react at 30°C for 2h.

[0063] (3), under the protection of inert gas (nitrogen), slowly add dropwise the mixed solution of 36g (0.5mol) isobutyraldehyde and 60mL xylene in the liquid obtained in step (2), control the temperature of reaction system during the dropwise add...

Embodiment 3

[0067] Embodiment 3, a kind of synthetic method of 2-methyl-1-phenyl-1-propanol, carries out following steps successively:

[0068] (1) Under the protection of an inert gas (nitrogen), add 23g (1mol) of sodium, 300mL of toluene, and 3mL of oleic acid into the reaction device, heat up to reflux (110°C) and stir at a conventional speed, and stop heating after reflux for 1h , stirring at a high speed of 500 rpm; until cooled to room temperature.

[0069] (2), under the protection of inert gas (nitrogen), slowly drop 78.5g (0.5mol) bromobenzene and 80mL toluene mixed solution in the liquid obtained in step (1), control the temperature of the reaction system in the dropping process not to exceed 40°C; after the dropwise addition, react at 30°C for 2h.

[0070] (3), under the protection of inert gas (nitrogen), slowly drip the mixed solution of 36g (0.5mol) isobutyraldehyde and 60mL toluene in the liquid gained in step (2), control the temperature of reaction system in the dropwise...

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Abstract

The invention discloses a synthesis method of 2-methyl-1-phenyl-1-propanol, which successively includes: 1) under protection of inert gas, adding higher fatty acid or higher fatty acid salt to an organic solvent and adding sodium or granular sodium; 2) adding a mixed solution of halogenated benzene and an organic solvent to perform a reaction at 20-40 DEG C; 3) adding a mixed solution of isobutyraldehyde and an organic solvent to the reaction liquid, and performing a reaction at -20 to 10 DEG C; 4) adding an acid solution or a weak-acid salt water solution to the reaction liquid to perform hydrolysis; 5) performing post-treatment to the reaction liquid to obtain the 2-methyl-1-phenyl-1-propanol. The method is high in raw material utilization rate and avoids usage of expensive catalyst, canreduce emission of waste gas, liquid and solid, reduces production cost, is high in product purity and yield, and has excellent industrial application value.

Description

technical field [0001] The present invention relates to the preparation method of organic compound 2-methyl-1-phenyl-1-propanol. Background technique [0002] 2-Methyl-1-phenyl-1-propanol is an important fine chemical intermediate, mainly used in photoinitiators, pharmaceutical intermediates, material intermediates, etc. [0003] At present, there are mainly four kinds of synthetic techniques about 2-methyl-1-phenyl-1-propanol: [0004] 1. Patent EP 718265 etc. proposed isobutyrophenone reduction method. In this method, isobutyrophenone is used as raw material, and noble metal is used to catalyze the reduction under hydrogen atmosphere. The reaction raw materials of this method are difficult to obtain, the use cost of the catalyst is high, and the high-pressure hydrogen operation requires high equipment. [0005] 2. Grignard reagent synthesis method. According to the difference of Grignard reagents, literature (Organic Chemistry, 2015,35,12,2545-2551) proposes the reacti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/68C07C29/09C07C29/80C07C33/24
CPCC07C29/09C07C29/68C07C29/80C07C33/24
Inventor 陈新志毛崇智钱超
Owner ZHEJIANG UNIV
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