3,4,4-Trifluorobut-3-en-1-ol → 3,4,4-Trifluoro-3-butenoic acid

HRID 942

Reaktionsgleichung

Reaktionsgleichung von HRID 942
[F:1][C:2](=[C:6]([F:8])[F:7])[CH2:3][CH2:4][OH:5].CC(C)=[O:11].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[F:1][C:2](=[C:6]([F:8])[F:7])[CH2:3][C:4]([OH:11])=[O:5]

Komponenten

4

Edukt 2

HCID 117685733,4,4-Trifluorobut-3-en-1-olHCID 131709961Jones' reagent

Produkt 1

HCID 152391743,4,4-Trifluoro-3-butenoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

The first method involves hydrolysis of 4-bromo-1,1,2-trifluoro-1-butene (II) with water in the presence of N-methyl pyrrolidinone to give 3,4,4-trifiuoro-3-buten-1-ol (III), followed by Jones oxidation under conditions not previously known. These conditions are at a temperature of about 51°-54° C. In addition, the 3,4,4-trifluoro-3-buten-1-ol in acetone solvent and the Jones reagent are added to the reaction vessel simultaneously to afford 3,4,4-trifluoro-3-butenoic (IV) acid in 52% overall yield. ##STR4##

Aufarbeitung

  1. customare at a temperature of about 51°-54° C

Quellen und Nachweise

ORD-Eintrag
ord-e35af9d11de64be984c69f790192129f
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723470

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