Unlock instant, AI-driven research and patent intelligence for your innovation.

A kind of method for catalytically preparing n-methylpyrrolidine

A technology for the preparation of methylpyrrolidine and catalysis, applied in chemical instruments and methods, molecular sieve catalysts, physical/chemical process catalysts, etc., can solve problems such as high price of tetrahydropyrrole, limited industrial application, increased difficulty of industrialization, etc., and achieve improvement The effect of raw material conversion rate and reaction selectivity, low cost and low price

Active Publication Date: 2021-08-13
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chen Yongsheng introduced in "Chemical Intermediates", 2008, 08: (19-21), using H-13X molecular sieves to catalyze tetrahydropyrrole and methanol to synthesize N-methylpyrrolidine. The reaction temperature of this method is 300 ° C, tetrahydropyrrole : Methanol=1:3, the yield of N-methylpyrrolidine is 83.8%, the raw material tetrahydropyrrole of this reaction is expensive, resulting in high cost and increased difficulty in industrialization
CN104276957 and CN106316866 reported that CO 2 As a methylation reagent, react with tetrahydropyrrole under hydrogen atmosphere to synthesize N-methylpyrrolidine, the highest yield of this reaction can reach 99%, but the raw material tetrahydropyrrole used in the reaction is expensive, and the catalyst is Precious metals, which limit their industrial application

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Accurately weigh 4.5g 1,4-butanediol (0.05mol), 7.75g 40wt.% methylamine aqueous solution (containing 0.1mol methylamine), 0.45 g ZSM-5 (NKF-5-80HW) loaded with CuO and NiO Catalyst (Cu and Ni content are both 3%), in a 100mL reactor, in H 2 React under (1MPa) atmosphere, set the reaction temperature at 300°C, and finish the reaction after 6 hours of reaction. The conversion rate of 1,4-butanediol is greater than 99%, and the yield of N-methylpyrrolidine is 92%.

Embodiment 2

[0024] The specific feeding process and reaction mode are the same as in Example 1, and the reaction time is set to 4 hours. After the reaction, the conversion rate of 1,4-butanediol is greater than 92%, and the yield of N-methylpyrrolidine is 82%.

Embodiment 3

[0026] Weigh 9g of 1,4-butanediol, 23.2g of 40% methylamine aqueous solution (containing 0.3mol methylamine), 0.9g ZSM-5 (NKF-5-80HW) loaded CuO and NiO catalysts (Cu and Ni content are both is 3%), at H 2 (1MPa) atmosphere, the reaction temperature was set at 270 °C, and the reaction was completed after 6 hours of reaction. The conversion rate of 1,4-butanediol was 92%, and the yield of N-methylpyrrolidine was 90%.

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 method for catalytically preparing N-methylpyrrolidine. The method adopts a supported double metal oxide as a catalyst, uses 1,4-butanediol and methylamine aqueous solution as raw materials, and prepares N-methylpyrrolidine in H 2 Under a reducing atmosphere, react for 1-8 hours at a reaction temperature of 230-330°C and a pressure of 4-10Mpa to obtain N-methylpyrrolidine; the carrier of the catalyst is Al 2 o 3 , SiO 2 Or ZSM‑5 molecular sieve, the active components are CuO and NiO. The invention has the advantages of short reaction time, low catalyst cost, reusability, high product yield and the like.

Description

technical field [0001] The invention relates to a method for preparing N-methylpyrrolidine from an aqueous solution of 1,4-butanediol and methylamine in the presence of a supported double metal oxide catalyst. Background technique [0002] N-Methylpyrrolidine is a cyclic secondary amine, which is mainly used for the preparation of broad-spectrum antibiotics cefepime and acetidine, and can also be used as a dye stabilizer, preservative, and ionic liquid. The existing N-methylpyrrolidine preparation methods mainly include: US4892959 adopts N-methylpyrrolidone and hydrogen to catalytic hydrogenation under the conditions of Cu-Al or Cu-Cr catalyst, the conversion rate is 85%, and the selectivity is 85%. The reaction pressure is as high as 150atm-280atm, which requires strict equipment and requires a large investment. CN1810787 adopts 1,4-dichlorobutane and monomethylamine to prepare N-methylpyrrolidine in a reactor, the reaction temperature is 50-180 ℃, and the reaction pressur...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C07D295/03C07D295/023B01J29/46B01J23/755
CPCB01J23/755B01J29/46C07D295/023C07D295/03
Inventor 邓友全龙焱刘士民卢六斤马祥元何昱德
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI