2,3,5,6-Tetrafluorophenol → Diphenyl carbonate

HRID 1432355Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1432355
[F-].[K+].F[C:4]1[C:9](F)=[CH:8][C:7](F)=[C:6](F)[C:5]=1[OH:13].F[C:15]1[CH:20]=[C:19](F)[CH:18]=[C:17](F)[C:16]=1[OH:23].FC1C(F)=CC=C(F)[C:26]=1[OH:33].BrC(Br)=O>CO.C1COCC1.CN(C)C=O>[O:13]([C:26]([O:23][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:15]=1)=[O:33])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:4]=1

Komponenten

9

Edukt 5

HCID 698582,3,5,6-TetrafluorophenolHCID 79057Carbonyl bromideHCID 5179882,3,6-TrifluorophenolHCID 5199742,4,6-TrifluorophenolHCID 522689Potassium Fluoride3×

Produkt 1

HCID 7597Diphenyl carbonate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittel2×HCID 6228DimethylformamideLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In scheme III above, the following abreviations are used: KF is potassium fluoride; DMF is N,N-dimethylformamide; ArOH is either 2,3,5,6-tetrafluorophenol, 2,4,6-trifluorophenol or 2,3,6-trifluorophenol; THF is tetahydrofuran; MeOH is methanol. Commercially available bromoketone D is reacted with the appropriatly substituted fluorophenol and potassium fluoride to give phenoxy ketone E. The ketone is then reduced with sodium borohydride to give the alcohol F, which is hydrogenated using palladium on carbon as catalyst to give the amino alcohol B (in formula I, Y=fluoro-substituted phenoxy).

Quellen und Nachweise

ORD-Eintrag
ord-4e795b054f16466097325daa675da606
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612091B2

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