Title:
METHOD FOR PRODUCING FLUORINATED ORGANIC COMPOUND
Document Type and Number:
WIPO Patent Application WO/2022/131378
Kind Code:
A1
Abstract:
A novel method for producing a fluorinated organic compound is provided. The method for producing a fluorinated organic compound comprises a step in which a compound represented by formula (1) (wherein R1 and R2 are each independently a hydrogen atom, a halogen atom, or an organic group or may have formed a ring in cooperation with two carbon atoms adjacent thereto, n is 1 or 2, and the two R1 moieties may be the same or different and the two R2 moieties may be the same or different or the two R1 moieties or the two R2 moieties may have formed a ring in cooperation with carbon atom adjacent thereto) is reacted with (A) at least one fluorine source selected from the group consisting of hydrogen fluoride, hydrogen fluoride salts, and fluoride salts and (B) a source of a halogen other than fluorine which is represented by the formula R3(OX)m (wherein R3 is a hydrogen atom, a cation, or an organic group, X is a halogen atom which is not a fluorine atom, and m is an integer corresponding to the valence of R3), thereby causing both a fluorine atom and a non-fluorine halogen atom to be added to the double bond or triple bond.
Inventors:
HIGASHI MASAHIRO (JP)
KISHIKAWA YOSUKE (JP)
KITAMURA TSUGIO (JP)
OYAMADA JUZO (JP)
KISHIKAWA YOSUKE (JP)
KITAMURA TSUGIO (JP)
OYAMADA JUZO (JP)
Application Number:
PCT/JP2021/046869
Publication Date:
June 23, 2022
Filing Date:
December 17, 2021
Export Citation:
Assignee:
DAIKIN IND LTD (JP)
UNIV SAGA (JP)
UNIV SAGA (JP)
International Classes:
C07C17/02; C07C19/10; C07C22/08; C07C67/307; C07C69/63; C07C69/635; C07C69/76
Domestic Patent References:
| WO2020230725A1 | 2020-11-19 |
Foreign References:
| JP2016041681A | 2016-03-31 | |||
| JPH06100475A | 1994-04-12 |
Other References:
SHELLHAMER DALE F., HORNEY MARK J., PETTUS BENJAMIN J., PETTUS TOBIAH L., STRINGER JOY MERRY, HEASLEY VICTOR L., SYVRET ROBERT G.,: "Generation of Interhalogen Fluorides under Mild Conditions: A Comparison of Sluggish and Reactive Interhalogen Fluorides", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 64, no. 4, 1 February 1999 (1999-02-01), pages 1094 - 1098, XP055945285, ISSN: 0022-3263, DOI: 10.1021/jo972319g
SHELLHAMER, D.F. TITTERINGTON, P.K. HEASLEY, V.L.: "Symmetry of chloronium ions from ionic reaction of chlorine, chlorine monofluoride gas, and chlorine monofluoride complex with terminal alkenes", JOURNAL OF FLUORINE CHEMISTRY, ELSEVIER, NL, vol. 124, no. 1, 3 November 2003 (2003-11-03), NL , pages 17 - 20, XP004469949, ISSN: 0022-1139, DOI: 10.1016/S0022-1139(03)00169-6
GEORGE A OLAH, WELCH JOHN T, VANKAR YASHWANT D, NOJIMA MOSATOMO, KEREKES ISTVAN, OLAH JUDITH A: "Synthetic methods and reactions. 63. Pyridinium poly(hydrogen fluoride) (30% pyridine-70% hydrogen fluoride): a convenient reagent for organic fluorination reactions", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 44, no. 22, 1 October 1979 (1979-10-01), pages 3872 - 3881, XP055301462, ISSN: 0022-3263, DOI: 10.1021/jo01336a027
HEASLEY V., ROBERT K. GIPE, JODY L. MARTIN, HARRY C. WIESE, MELANIE L. OAKES, DALE F. SHELLHAMER, GENE E. HEASLEY, AND BRIAN L. RO: "Boron Trifluoride Promoted Reaction of Alkyl Hypohalites with Alkenes. A New Synthesis of Fluoro Halides", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 48, no. 19, 1 January 1983 (1983-01-01), pages 3195 - 3199, XP055945295, ISSN: 0022-3263, DOI: 10.1021/jo00167a011
HEASLEY ET AL., JOURNAL OF ORGANIC CHEMISTRY, vol. 48, no. 19, 1983, pages 3195 - 3199
OLAH ET AL., JOURNAL OF ORGANIC CHEMISTRY, vol. 44, no. 22, 1979, pages 3872 - 3881
SHELLHAMER, D.F. TITTERINGTON, P.K. HEASLEY, V.L.: "Symmetry of chloronium ions from ionic reaction of chlorine, chlorine monofluoride gas, and chlorine monofluoride complex with terminal alkenes", JOURNAL OF FLUORINE CHEMISTRY, ELSEVIER, NL, vol. 124, no. 1, 3 November 2003 (2003-11-03), NL , pages 17 - 20, XP004469949, ISSN: 0022-1139, DOI: 10.1016/S0022-1139(03)00169-6
GEORGE A OLAH, WELCH JOHN T, VANKAR YASHWANT D, NOJIMA MOSATOMO, KEREKES ISTVAN, OLAH JUDITH A: "Synthetic methods and reactions. 63. Pyridinium poly(hydrogen fluoride) (30% pyridine-70% hydrogen fluoride): a convenient reagent for organic fluorination reactions", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 44, no. 22, 1 October 1979 (1979-10-01), pages 3872 - 3881, XP055301462, ISSN: 0022-3263, DOI: 10.1021/jo01336a027
HEASLEY V., ROBERT K. GIPE, JODY L. MARTIN, HARRY C. WIESE, MELANIE L. OAKES, DALE F. SHELLHAMER, GENE E. HEASLEY, AND BRIAN L. RO: "Boron Trifluoride Promoted Reaction of Alkyl Hypohalites with Alkenes. A New Synthesis of Fluoro Halides", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 48, no. 19, 1 January 1983 (1983-01-01), pages 3195 - 3199, XP055945295, ISSN: 0022-3263, DOI: 10.1021/jo00167a011
HEASLEY ET AL., JOURNAL OF ORGANIC CHEMISTRY, vol. 48, no. 19, 1983, pages 3195 - 3199
OLAH ET AL., JOURNAL OF ORGANIC CHEMISTRY, vol. 44, no. 22, 1979, pages 3872 - 3881
Attorney, Agent or Firm:
SAEGUSA & PARTNERS (JP)
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