Naphthalene → 1,4-Dihydro-4-hydroxy-1-oxo-4-(trifluoromethyl)naphthalene

HRID 2351112Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2351112
F[H-]F.[NH4+].[C:5]1(=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[CH:7]=[CH:6]1.C([Si](CC)(CC)[C:20]([F:23])([F:22])[F:21])C.C1C2C(=CC=CC=2)C=CC=1>CN(C)C=O>[OH:16][C:5]1([C:20]([F:23])([F:22])[F:21])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[CH:7]=[CH:6]1

Komponenten

6

Edukt 4

HCID 931NaphthaleneHCID 85301,4-NaphthoquinoneHCID 4204914Triethyl(trifluoromethyl)silaneHCID 178506426HCID 178506426, Verbindung

Produkt 1

HCID 143435041,4-Dihydro-4-hydroxy-1-oxo-4-(trifluoromethyl)naphthalene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 74 mg (1.3 mmol) of ground ammonium bifluoride, 174 mg (1.1 mmol) of 1,4-naphthoquinone, and 1 mL of N,N-dimethylformamide was treated with 239 mg (1.3 mmol) of triethyltrifluoromethylsilane and stirred vigorously at room temperature for one hour. Gas chromatographic analysis of the reaction mixture showed that the major naphthalene-desired product was 1,4-dihydro-4-hydroxy-1-oxo-4-trifluoromethylnaphthalene.

Quellen und Nachweise

ORD-Eintrag
ord-1692b628dcee4bdead13930ef4a9ef9d
Quelldatensatz
uspto-grants-1989_10
Patentnummer
US04871877

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