Title:
METHOD FOR PRODUCING AROMATIC COMPOUND HAVING ETHYNYL GROUP
Document Type and Number:
WIPO Patent Application WO/2023/008401
Kind Code:
A1
Abstract:
The present invention addresses the problem of industrially and inexpensively providing an aromatic compound having an ethynyl group using Sonogashira coupling, with chloronitrobenzene, the raw materials of which are inexpensive, being used as a starting raw material. The present invention is a method for reacting a nitrobenzene and an ethynyl compound through coupling to produce an aromatic compound having an ethynyl group, wherein: the nitrobenzene is represented by general formula (1); the ethynyl compound is represented by general formula (2); the aromatic compound having an ethynyl group is represented by general formula (3); and the coupling reaction is carried out in an organic solvent having a nitrogen atom in the chemical structure thereof, in the presence of an amine, palladium carbon, a phosphorus compound, and a copper compound. In formulas (1), (2), and (3), A represents hydrogen or fluorine, R represents a trialkylsilyl group or a hydrocarbon group having a hydroxyl group, and n represents an integer of 1-3.
Inventors:
NISHIKAWA TAKESHI (JP)
NAKATANI JIRO (JP)
NAKATANI JIRO (JP)
Application Number:
PCT/JP2022/028694
Publication Date:
February 02, 2023
Filing Date:
July 26, 2022
Export Citation:
Assignee:
TORAY FINECHEMICALS CO LTD (JP)
International Classes:
C07C201/12; C07B61/00; C07C205/19
Foreign References:
| JPH10114691A | 1998-05-06 | |||
| CN101195641A | 2008-06-11 | |||
| JP2013173751A | 2013-09-05 | |||
| JP2013503187A | 2013-01-31 |
Other References:
"Palladium/Activated carbon", MERCK REAGENT CATALOG 2002-2003, MERCK LTD., pages 1099, XP009543464
JIANG, J.Z. CAI, C.: "Pd/C catalyzed Sonogashira coupling reaction of phenylacetylene in TX10 microemulsion", COLLOIDS AND SURFACES A : PHYSIOCHEMICAL AND ENGINEERINGS ASPECTS, ELSEVIER, AMSTERDAM, NL, vol. 287, no. 1-3, 15 September 2006 (2006-09-15), AMSTERDAM, NL , pages 212 - 216, XP005597805, ISSN: 0927-7757, DOI: 10.1016/j.colsurfa.2006.03.037
JIANG, J.Z. CAI, C.: "Pd/C catalyzed Sonogashira coupling reaction of phenylacetylene in TX10 microemulsion", COLLOIDS AND SURFACES A : PHYSIOCHEMICAL AND ENGINEERINGS ASPECTS, ELSEVIER, AMSTERDAM, NL, vol. 287, no. 1-3, 15 September 2006 (2006-09-15), AMSTERDAM, NL , pages 212 - 216, XP005597805, ISSN: 0927-7757, DOI: 10.1016/j.colsurfa.2006.03.037
Attorney, Agent or Firm:
FUKUOKA, Mitsuru (JP)
Download PDF:
Previous Patent: LAMINATE, PACKAGING MATERIAL, AND PACKAGING BODY
Next Patent: THERAPEUTIC AGENT FOR PULMONARY FIBROSIS
Next Patent: THERAPEUTIC AGENT FOR PULMONARY FIBROSIS