Glycerol → 8-Nitro-5-(trifluoromethyl)quinoline

HRID 513386

Reaktionsgleichung

Reaktionsgleichung von HRID 513386
[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].O[CH2:16][CH:17]([CH2:19]O)O.[Na+].[N+](C1C=C(S([O-])(=O)=O)C=CC=1)([O-])=O>>[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([C:11]([F:12])([F:13])[F:14])=[C:7]2[C:5]=1[N:6]=[CH:19][CH:17]=[CH:16]2)([O-:3])=[O:2]

Komponenten

4

Edukt 3

HCID 753GlycerolHCID 31389Sodium 3-nitrobenzenesulfonateHCID 2231003-Amino-4-nitrobenzotrifluoride

Produkt 1

HCID 681831008-Nitro-5-(trifluoromethyl)quinolineAusbeute 80 %

Versuchsvorschrift

In a similar fashion using route 10 general procedure 20, 2-nitro-5-(trifluoromethyl)aniline (1.0 g, 4.85 mmol), glycerol (1.4 g, 15.0 mmol) and 3-nitrobenzenesulfonic acid sodium salt (1.42 g, 6.31 mmol) gave the title compound (820 mg, 80%) which was used in the next step without purification. The structure was confirmed by 1H NMR.

Quellen und Nachweise

ORD-Eintrag
ord-7d5a1a7628ce4a07a80575769e63008b
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102688B2

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