Preparation technology of isopropyl acetoacetate

A technology of isopropyl acetoacetate and preparation process, applied in the directions of ketene/polyketene preparation, organic chemistry, etc., can solve the problems of long reaction time, immature industrialization report, and high cost, and achieves improved reaction rate and Selectivity, reducing steric hindrance effect, and reducing the effect of preparation cost

Inactive Publication Date: 2018-03-27
NANTONG ACETIC ACID CHEM
View PDF3 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0018] 1) is to adopt the transesterification method to carry out synthesis, adopts ethyl acetoacetate or methyl acetoacetate to carry out transesterification reaction with isopropanol under reflux state as raw material, obtains finished product isopropyl acetoacetate, and this technology reaction time is long, and yield The yield is low, the highest yield is 87%, and involves the recovery of solvent toluene, the cost is high;
[0019] 2) It is the Claisen ester condensation route, which needs to use expensive metal sodi

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation technology of isopropyl acetoacetate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] In the 500ml flask that stirring, thermometer and reflux condenser are housed, add the isopropanol of 150g (2.5mol) and the triethylamine of 0.36g, add dropwise 210g (2.5mol) diketene at normal temperature, in the reaction process, reaction temperature is controlled at 70°C, the dropwise addition is completed, and the temperature is controlled at 70°C for 6 hours to complete the reaction. The crude ester was rectified under negative pressure to obtain 343 g of finished isopropyl acetoacetate, with a yield of 95.2% and a content of 99.3%.

Embodiment 2

[0040] In a 500ml flask equipped with stirring, a thermometer and a reflux condenser, add 180g (3.0mol) of isopropanol and 0.72g of triethylenediamine, raise the temperature to 50°C, and drop 210g (2.5mol) of diketene, the reaction process The middle reaction temperature was controlled at 90° C., the dropwise addition was completed, and the temperature was controlled at 90° C. for 2 hours to finish the reaction. The crude ester was rectified under negative pressure to obtain 344 g of finished isopropyl acetoacetate with a yield of 95.5% and a content of 99.2%.

Embodiment 3

[0042] In a 500ml flask equipped with stirring, a thermometer and a reflux condenser, add 180g (3.0mol) of isopropanol, 0.72g of triethylenediamine and 0.45g of triethylamine, raise the temperature to 80°C, and add dropwise 210g (2.5mol) diketene, the reaction temperature is controlled at 100°C during the reaction, after the dropwise addition is completed, the temperature is controlled at 100°C for 3 hours to finish the reaction. The crude ester was rectified under negative pressure to obtain 342 g of finished isopropyl acetoacetate, with a yield of 95.0% and a content of 99.5%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a preparation technology of isopropyl acetoacetate. The preparation technology comprises the following steps: adding isopropanol and a catalyst into a reaction vessel, whereinthe catalyst is selected from aliphatic amine catalysts or tertiary amine catalysts; or the catalyst is prepared by mixing one or more of the aliphatic amine catalysts and the tertiary amine catalysts; raising the temperature to 20 to 100 DEG C, dropwise adding diketene, controlling the reaction temperature in the reaction process at 20 to 150 DEG C; after dropwise adding is finished, controllingthe temperature at 20 to 150 DEG C and carrying out thermal insulation for 0.5 to 6 hours, thus obtaining raw isopropyl acetoacetate, wherein the molar ratio of the isopropanol to the diketene is (1 to 1.8) to 1 and the adding amount of the catalyst is 0.1 to 1 weight percent of the total amount. By adopting a combined amine catalyst to carry out esterification reaction of the diketene and the isopropanol, the influence of steric hindrance of the isopropanol is reduced and the yield of esterification is improved; meanwhile, the difficulty of subsequent separation is reduced. After distillation, the yield of esterification liquid reaches 95 percent and the content of the esterification liquid reaches 99 percent or above.

Description

technical field [0001] The invention relates to the technical field of preparation of isopropyl acetoacetate, and relates to a preparation process of isopropyl acetoacetate. Background technique [0002] Isopropyl acetoacetate [0003] Alias: 3-butanuate isopropyl ester; Acetoacetate isopropyl ester; [0004] English name: Isopropyl acetoacetate [0005] Appearance properties: colorless, transparent liquid. [0006] Solubility: soluble in ethanol, chloroform, ether, toluene and other organic solvents; [0007] CAS No.: 542-08-5 [0008] Molecular formula: C 7 h 12 o 3 [0009] Structural formula: [0010] Molecular weight: 144.168 [0011] Melting point (°C): -27 [0012] Boiling point (°C): 95 (52hpa) [0013] Relative density (water=1): 0.989 [0014] Flash point (℃): 73 [0015] Function and use: [0016] Isopropyl acetoacetate is an important intermediate of medicine and pesticide. Organophosphorus insecticide - the basic raw material of difenphos. [...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07C69/72C07C67/46
CPCC07C67/46C07C69/72
Inventor 庆九俞新南薛金全刘芳朱小刚薛建峰朱爱华
Owner NANTONG ACETIC ACID CHEM
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap