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Process for preparing furfural

A furfural and reaction technology, applied in the field of furfural preparation, can solve the problems that the product quality is not always satisfactory, scaling is prone to occur, and the separation of furfural is difficult, and the effects of excellent operability and inhibition of scaling are achieved.

Inactive Publication Date: 2008-10-22
SUMITOMO CHEM CO LTD
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Problems solved by technology

[0003] However, in the above method, since N,N-dimethylformamide and phosgene form the so-called Vilsmeier complex (ClHC-N + (CH 3 ) 2 Cl - ), and the reaction intermediate immonium (immonium) salt (R-CH=N - Me 2 Cl - , where R is optionally substituted 2-furyl) is prone to fouling (adhesion of solids to the inner surface of the reactor), so that satisfactory results may not necessarily be obtained by this method
[0004] When high fat-soluble formamide is used instead of N'N-dimethylformamide as the reaction raw material, the occurrence of fouling is easily reduced, but it also becomes difficult to separate furfural from unreacted formamide and amines derived from formamide , so that satisfactory results may not be obtained in terms of product quality

Method used

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  • Process for preparing furfural
  • Process for preparing furfural
  • Process for preparing furfural

Examples

Experimental program
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Effect test

Embodiment 1

[0041] In a four-neck 200 mL flask equipped with a condenser, charged toluene (79.8 g), 2-methylfuran (16.5 g) and 4-formylmorpholine (24.5 g) were heated to 35° C. with stirring. To this mixture was continuously added phosgene (21.5 g) over 4 hours maintaining the same temperature. After the addition was complete, the mixture was left at 35°C for 1 hour. Until this step, no solid precipitation was observed.

[0042] Then, water (29.0 g) was added to the mixture. To the resulting oil-water mixture was added 25% aqueous sodium hydroxide solution (49.6 g) at 25°C to adjust the pH to 8.7, and the mixture was left for 1 hour. Then, the mixture was separated into an oil phase and an aqueous phase, and the oil phase was washed once with 20% hydrochloric acid (2.0 g) and 5% aqueous sodium sulfate solution (11.0 g), and then washed with 5% aqueous sodium sulfate solution (11.0 g). The oily phase was washed once. The washed oily phase (94.2 g) was analyzed by gas chromatography. T...

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Abstract

To provide a method for producing a high-quality furfural, which suppresses occurrence of scaling and has an excellent operability.A furan represented by the formula (1) (R<SP>1< / SP>-R<SP>3< / SP>are each a hydrogen atom or a hydrocarbon group) is reacted with phosgene and 4-formylmorpholine in a hydrocarbon solvent which may be substituted with a halogen atom. Then the reaction mixture is hydrolyzed to produce a furfural represented by the formula (2) (R<SP>1< / SP>-R<SP>3< / SP>are each as above-mentioned).

Description

technical field [0001] The present invention relates to a method for producing furfural, which can be effectively used as a raw material for agricultural chemicals and the like. Background technique [0002] For the production of furfural, for example, a method comprising the steps of reacting furan, phosgene and N,N-dimethylformamide and then hydrolyzing the reaction mixture is known (see JP-A-57-91982, JP-A-2002 -255951 and JP-A-2003-183268). [0003] However, in the above method, since N,N-dimethylformamide and phosgene form the so-called Vilsmeier complex (ClHC-N + (CH 3 ) 2 Cl - ), and the reaction intermediate immonium (immonium) salt (R-CH=N - Me 2 Cl - , wherein R is 2-furyl optionally having substituents) is prone to fouling (adhesion of solids to the inner surface of the reactor), so that satisfactory results are not necessarily obtained by this method. [0004] When high fat-soluble formamide is used instead of N'N-dimethylformamide as the reaction raw mat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/48
CPCA01N43/08C07D307/48
Inventor 广田将司
Owner SUMITOMO CHEM CO LTD