4-(Trifluoromethyl)-2,3,5,6-tetrafluorobenzyl bromide → 2-Ethanoyloxy-5-(2,3,5,6-tetrafluoro-4-trifluoromethylbenzylamino)benzoic acid

HRID 1787883

Reaktionsgleichung

Reaktionsgleichung von HRID 1787883
[C:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])(=[O:3])[CH3:2].[F:15][C:16]1[C:23]([F:24])=[C:22]([C:25]([F:28])([F:27])[F:26])[C:21]([F:29])=[C:20]([F:30])[C:17]=1[CH2:18]Br>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C=O)C>[C:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([NH:14][CH2:18][C:17]2[C:20]([F:30])=[C:21]([F:29])[C:22]([C:25]([F:26])([F:28])[F:27])=[C:23]([F:24])[C:16]=2[F:15])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 1271374-(Trifluoromethyl)-2,3,5,6-tetrafluorobenzyl bromideHCID 13140652Acetyl-5-aminosalicylic acid

Produkt 1

HCID 99798272-Ethanoyloxy-5-(2,3,5,6-tetrafluoro-4-trifluoromethylbenzylamino)benzoic acidAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 67553Tetrabutylammonium IodideKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

According to the similar procedure in Synthesis Example 1, by using 2-ethanoyloxy-5-aminobenzoic acid (0.81 g, 4.10 mmole) which was prepared from Synthesis Example (14-3), DMF (15 ml), TEA (0.1 ml), tetrabutyl ammonium iodide (5 mg), and 2,3,5,6-tetrafluoro-4-trifluoromethylbenzyl bromide (1.02 ml, 6.15 mmole), 0.92 g (53.0% yield) of was obtained 2-ethanoyloxy-5-(2,3,5,6-tetrafluoro-4-trifluoromethylbenzylamino)benzoic acid as a white solid.:

Aufarbeitung

  1. customAccording to the similar procedure in Synthesis Example 1

Quellen und Nachweise

ORD-Eintrag
ord-4064f24c2f454f90b18ac8aeebb5accc
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07511074B2

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