ChemInform Abstract: Reaction of Ethyl 4,4,4-Trifluoroacetoacetate Enolate with 3-Bromo-1,1, 1-trifluoroacetone: Synthesis of 2,4-Bis(trifluoromethyl)furan.

✍ Scribed by J. O. SMITH; B. K. MANDAL; R. FILLER; J. W. BEERY

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 31 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199738155

✦ Synopsis

Reaction of Ethyl 4,4,4-Trifluoroacetoacetate Enolate with 3-Bromo-1,1, 1-trifluoroacetone: Synthesis of 2,4-Bis(trifluoromethyl)furan. -The title reaction follows competing courses such as C-acylation, O-alkylation and di-O-alkylation which result in the formation of two major products (III) and (IV) and one minor product (V). The 4-hydroxydihydrofuroate (III) is dehydrated and decarboxylated to furnish bis(trifluoromethyl)furan (VII). -(SMITH,