Process for producing 1,2-dialkoxy-3-fluorobenzene

Details Process for producing 1,2-dialkoxy-3-fluorobenzene Process for producing 1,2-dialkoxy-3-fluorobenzene

2011-04-19

2011-04-19

Davis, Brian J (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

C568S775000

Reexamination Certificate

active

07928268

ABSTRACT:
The present invention relates to a process for producing a 2-fluoro-6-halophenol as an intermediate; a process for producing a 2-alkoxy-3-fluorophenol and further a 1,2-dialkoxy-3-fluorobenzene from the 2-fluoro-6-halophenol; a second process for producing a 1,2-dialkoxy-3-fluorobenzene from the 2-fluoro-6-halophenol; and a 2-alkoxy-3-fluorophenol. The 2-fluoro-6-halophenol can be obtained using a 2-fluorophenol as a starting material and through a sulfonation reaction, a halogenation reaction, and a deprotection reaction. The 2-fluoro-6-halophenol is alkyl-etherified, and subsequently the halogen atom is converted into a hydroxyl group to obtain the 2-alkoxy-3-fluorophenol, which is further alkyl-etherified to thereby obtain the 1,2-dialkoxy-3-fluorobenzene. Alternatively, a 1,2-dialkoxy-3-fluorobenzene is also obtained by converting the halogen atom of the 2-fluoro-6-halophenol into a hydroxyl group to thereby form 3-fluorocatechol and subsequently alkyl-etherifying two hydroxyl groups thereof. The processes of the invention realize low production costs and high process yields, and thus are suitable for industrial production of a 1,2-dialkoxy-3-fluorobenzene.

REFERENCES:
patent: 4550192 (1985-10-01), Rogers et al.
patent: 4634705 (1987-01-01), Debernardis et al.
patent: 4725683 (1988-02-01), Rogers et al.
patent: 5968856 (1999-10-01), Schweiger et al.
patent: 5968865 (1999-10-01), Wilson et al.
patent: 6124507 (2000-09-01), Wilson et al.
patent: 6399837 (2002-06-01), Wilson et al.
patent: 2005/0004204 (2005-01-01), Suzuki et al.
patent: 2006/0058370 (2006-03-01), Shimomura et al.
patent: 2008/0214834 (2008-09-01), Yoshizawa et al.
patent: 60-166638 (1985-08-01), None
patent: 2005-314322 (2005-11-01), None
patent: WO 02/085855 (2002-10-01), None
patent: WO 03/039599 (2003-05-01), None
patent: WO 2004/078721 (2004-09-01), None
patent: WO 2006/018955 (2006-02-01), None
Ladd et al., Synthetic Communications (1985), 15(1), p. 61-69.
Supplementary European Search Report issued Jun. 8, 2010, for European Patent Application 06783042.2, 5 pgs.
Database WPI Week 200708 Thomson Scientific, London, Great Britain, AN 2007-073924 XP-002581545 & CN 1 740 130 A (Dalian Luyuan Phar Mind Co Ltd) Mar. 1, 2006, retrieved on May 11, 2010, 1 pg.
Herman Gershon, Preparation and Fungitoxicity of Some Dichloro-8-Quinolinols, Monatshefte fur Chemie Chemical Monthly, 1999, vol. 130 p. 653-659, Scheme 1, 2, Austria.

Affiliated with

Also associated with

Rating

Process for producing 1,2-dialkoxy-3-fluorobenzene does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for producing 1,2-dialkoxy-3-fluorobenzene, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for producing 1,2-dialkoxy-3-fluorobenzene will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2693837