Methyl 2-methyl-6-nitrobenzoate → Benzoic acid, 2-amino-6-methyl-, methyl ester

HRID 891265

Reaktionsgleichung

Reaktionsgleichung von HRID 891265
[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[C:3]=1[C:4]([O:6][CH3:7])=[O:5]>CO.[Pd]>[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Komponenten

4

Edukt 1

HCID 596057Methyl 2-methyl-6-nitrobenzoate

Produkt 1

HCID 583916Benzoic acid, 2-amino-6-methyl-, methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

2-Methyl-6-nitrobenzoic acid is reacted with trimethylsilyldiazomethane to yield methyl 2-methyl-6-nitrobenzoate with m.p. 44–45° (Chem. Pharm. Bull., Vol. 29, 1475 (1981)). Methyl 2-methyl-6-nitrobenzoate is hydrogenated in methanol in the presence of palladium, 10% on carbon powder, at room temperature and atmospheric pressure to give methyl 2-methyl-6-aminobenzoate.

Quellen und Nachweise

ORD-Eintrag
ord-b03d0cdcce9948cdb713843722b25123
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US07002022B2

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