Method for producing 3-amino-4,4,4-trifluorocrotonic acid...

Details Method for producing 3-amino-4,4,4-trifluorocrotonic acid... Method for producing 3-amino-4,4,4-trifluorocrotonic acid...

2006-02-21

2006-02-21

Zucker, Paul A. (Department: 1621)

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

Organic compounds

Carboxylic acid esters

Reexamination Certificate

active

07002038

ABSTRACT:
A process is described for preparing 3-amino-4,4,4-trifluorocrotonic esters of the formula (I) or the E/Z isomers or tautomeric forms thereofwhere R1and R2are each independently hydrogen, an optionally substituted linear C1–C4-alkyl radical or an optionally substituted benzyl radical and R3is methyl or ethyl, which comprisesa) reacting an alkyl trifluoroacetate with an alkyl acetate of the formula CH3—CO—OR3and an alkali metal alkoxide to give an enolate of a trifluoroacetoacetic ester of the formula (II)where M is sodium or potassium and R3is as defined above, and subsequentlyb) allowing the alkali metal enolate of the trifluoroacetoacetic ester from stage a) to react without further purification directly with an amine of the formula NHR1R2in the presence of an acid to give the 3-amino-4,4,4-trifluorocrotonic ester.With the aid of this two-stage process, the 3-amino-4,4,4-trifluorocrotonic esters can be prepared in high yields without significant by-products.

REFERENCES:
patent: 4647689 (1987-03-01), Micinski
patent: 4883904 (1989-11-01), Amiet et al.
patent: 5777154 (1998-07-01), Chong et al.
patent: 5910602 (1999-06-01), Chong et al.
patent: 6423866 (2002-07-01), Braun et al.
patent: 0 206 953 (1986-12-01), None
patent: 0808826 (1997-11-01), None
patent: WO-99 24390 (1999-05-01), None
patent: 9704317 (1997-11-01), None

Affiliated with

Also associated with

Rating

Method for producing 3-amino-4,4,4-trifluorocrotonic acid... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Method for producing 3-amino-4,4,4-trifluorocrotonic acid..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method for producing 3-amino-4,4,4-trifluorocrotonic acid... will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3644267