Reaktion #1038

ord-e35af9d11de64be984c69f790192129f

Reaktionsgleichung

OCCC(F)=C(F)F
3,4,4-trifluoro-3-buten-1-ol
CC(C)=O.O=S(=O)(O)O.[O]=[Cr](=[O])=[O]
Jones reagent
→
O=C(O)CC(F)=C(F)F
3,4,4-trifluoro-3-butenoic
O=C(O)CC(F)=C(F)F
3,4,4-trifiuoro-3-butenoic acid

Edukte

OCCC(F)=C(F)F
3,4,4-trifluoro-3-buten-1-ol
CC(C)=O.O=S(=O)(O)O.[O]=[Cr](=[O])=[O]
Jones reagent

Reagenzien

Keine

Lösungsmittel

CC(C)=O
acetone

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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##

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723470uspto-grants-1998_03