Title:
TWO-PHASE REACTION MEDIUM USING 1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL AND ALIPHATIC HYDROCARBON-BASED SOLVENT
Document Type and Number:
WIPO Patent Application WO/2018/159427
Kind Code:
A1
Abstract:
This two-phase reaction medium for an organic reaction includes: a first liquid phase which uses 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) as a solvent; and a second liquid phase comprising a solvent that is essentially incompatible with the HFIP and that has an aliphatic hydrocarbon, preferably a C5-30 aliphatic hydrocarbon (the aliphatic hydrocarbon being straight-chain, branched-chain or cyclic, and in which a portion of the C-C bonds thereof may form double or triple bonds), or a combination thereof as main components (meaning that the solvent includes these components in a ratio of 50% or greater). Through use of the two-phase reaction medium, it is possible to realize a novel reaction system whereby undesired secondary reactions can be suppressed while the reactivity-promoting effect of the HFIP solvent in an organic reaction is maintained. In particular, when the two-phase reaction medium is used, the yield of the object substance in a phenacene synthesis reaction by "intramolecular hydroarylation of an inert alkyne" is markedly enhanced relative to a case in which HFIP alone is used as the solvent.
Inventors:
ICHIKAWA JUNJI (JP)
FUJITA TAKESHI (JP)
TAKAHASHI IKKO (JP)
FUJITA TAKESHI (JP)
TAKAHASHI IKKO (JP)
Application Number:
PCT/JP2018/006337
Publication Date:
September 07, 2018
Filing Date:
February 22, 2018
Export Citation:
Assignee:
CENTRAL GLASS CO LTD (JP)
International Classes:
C07C31/38; C07C5/31; C07C15/60; C07C17/358; C07C25/22; C07B61/00; C07C9/15; C07C13/18; C07C13/50
Foreign References:
| JP2010530295A | 2010-09-09 |
Other References:
QIAN, JING ET AL.: "Distribution of neutral organic compounds between n-heptane and fluorine-containing alcohols", JOURNAL OF CHROMATOGRAPHY A, vol. 1143, 2007, pages 276 - 283, XP005879739
LI, QI ET AL., CHEMICAL COMMUNICATIONS, vol. 51, 2015, pages 7219 - 7221
FUJITA, TAKESHI ET AL., EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2017, 2017, pages 262 - 265, XP055538453
TAKAHASHI, IKKO: "Bronsted Acid-Catalyzed Cationic Cyclizations in Fluoroalcohols toward Facile Syntheses of Polycyclic Aromatic Hydrocarbons", DOCTORAL DISSERATATION EXAMINATION IN CHEMISTRY, GRADUATE SCHOOL OF PURE AND APPLIED SCIENCES, 2016, University of Tsukuba
LI, QI ET AL., CHEMICAL COMMUNICATIONS, vol. 51, 2015, pages 7219 - 7221
FUJITA, TAKESHI ET AL., EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2017, 2017, pages 262 - 265, XP055538453
TAKAHASHI, IKKO: "Bronsted Acid-Catalyzed Cationic Cyclizations in Fluoroalcohols toward Facile Syntheses of Polycyclic Aromatic Hydrocarbons", DOCTORAL DISSERATATION EXAMINATION IN CHEMISTRY, GRADUATE SCHOOL OF PURE AND APPLIED SCIENCES, 2016, University of Tsukuba
Attorney, Agent or Firm:
KOBAYASHI, Hiromichi et al. (JP)
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